Never Stop Dreaming Biggie

PODCAST · business

Never Stop Dreaming Biggie

Never Stop Dreaming BIGGIE is a podcast for ambitious women who want clarity in business and confidence in their next steps. Hosted by business coach and community builder Angel Holmes, each episode blends real-world experience, honest conversations, and practical strategy to help you move forward with intention.From building meaningful communities to creating structure that supports growth, the show explores what it actually takes to build a business without burnout. Through solo episodes and conversations with founders and leaders, you’ll gain actionable insights on focus, mindset, systems, and sustainable success.Whether you’re starting fresh, navigating growth, or craving more alignment in your work, new episodes each week offer grounded guidance and encouragement to keep dreaming — and building — bigger.

  1. 62

    Episode 60: Your Story Is Your Strategy: Speaking, Visibility & Converting Clients with Marta Spirk

    What happens when a Brazilian-born speaking coach, triplet mom, national anthem singer, jujitsu competitor, and published author walks into your podcast? You get one of the most unexpected and powerful conversations about owning your story, finding your voice, and using both to build a business that actually converts.In this episode, Angel sits down with Marta Spirk — speaking coach, visibility strategist, and living proof that your story doesn't have to be dramatic to be powerful. Whether you think your life is "too boring" to share or "too traumatic" to talk about, Marta breaks down exactly why your story is your greatest business asset — and how to use it to get clients.This is the episode for the woman who knows she has something to say but keeps waiting until she's "ready enough" to say it.In This Episode You'll Discover:Why most women entrepreneurs aren't using enough story in their content — and how to fix itHow to share vulnerable experiences without making it about yourselfThe Donald Miller "guide vs. hero" framework and why it changes everything about how you show upWhy AI can help you find your story — but only if you know how to prompt it rightHow Marta went from tutoring at 14 in Brazil to coaching women across the US and CanadaThe unexpected path to landing a TEDx talk — and why volunteering was her secret weaponWhy self-publishing your first book as a service-based entrepreneur is almost always the smarter moveHow having triplets became the catalyst for Marta finding her own voice instead of translating everyone else'sThe Enneagram framework Marta uses to help women stop working against themselvesWhy getting into the right rooms — and actually showing up — is the real networking strategyTIMESTAMPS: 00:00 Welcome & Meet Marta Spirk 02:30 Jujitsu, Oyster Harvesting & Doing Something New Every Month 06:00 From Brazil to America: Languages, Triplets & Finding Her Voice 10:30 Why Your Story Doesn't Have to Be Dramatic to Be Powerful 15:00 Using AI to Extract Lessons from Your Story (The Right Way) 19:30 The Hero vs. Guide Framework & Why It Changes Everything 24:00 TEDx: How Marta Got on Stage & What Most People Get Wrong 29:00 Writing a Book as a Business Tool — Self-Publishing vs. Traditional 34:00 Singing the National Anthem, Fundraisers & Following Every Passion 38:30 Community, Mentorship & Learning to Receive Support 43:00 The Big Audacious Dream: A Conference, More Travel & Reaching More Women 48:00 How to Work with Marta & What a Speaking Strategy Session Looks LikeABOUT THE GUEST: Marta Spirk is a speaking coach and visibility strategist who helps women entrepreneurs create signature talks designed to convert — not just inspire. A Brazilian-born translator turned coach, TEDx speaker, and author of The Empowered Woman: The Ultimate Roadmap to Business Success, Marta has spent nearly 10 years in the online coaching space helping women stop hiding their stories and start using them to grow their businesses.CONNECT WITH MARTA: 📱 Instagram: @martaspirk 💼 LinkedIn: Marta Spirk 🌐 [martaspirk.com]ABOUT THE HOST: Angel Holmes is the host of Never Stop Dreaming BIGGIE, founder of The Brighter Side Society online community, and co-founder of Like Minded Charleston — an in-person community for female founders. She's also the visionary behind The Holmestead Hideaway, a faith-driven bar and retreat in St. Vincent and the Grenadines built to fund charitable work around the world.CONNECT WITH ANGEL: 🎙 Podcast: Never Stop Dreaming BIGGIE 📱 Instagram: @neverstopdreamingbiggie | @angelpholmes 🌐 Website: sipindipity.com 📧 Email: [email protected] 🌴 The Holmestead Hideaway: theholmesteadhideaway.com 👩‍💼 The Brighter Side Society: sipindipity.com/brighter-side-society ✍️ Substack: angelpholmes.substack.comSUBSCRIBE & SHARE: If this episode gave you permission to finally stop waiting until you're "ready" and start sharing your story — please subscribe, leave a review, and send this to the woman in your life who has something powerful to say but keeps holding back. Your support helps us reach more women ready to turn their biggest dreams into reality.#SpeakingCoach #SignatureTalk #WomenEntrepreneurs #NeverStopDreamingBiggie #WomenInBusiness #BusinessPodcast #PublicSpeaking #TEDxSpeaker #VisibilityStrategy #FemaleFounders #StorytellingForBusiness #ContentStrategy #CoachingBusiness #MartaSpirk #EntrepreneurLife #PodcastForWomen #BusinessGrowth #CharlestonSC #TheBrighterSideSociety #ServiceBasedBusiness

  2. 61

    Episode 59: Off the Cuff: Faith, Family & the Real Talk No One's Having

    In Episode 59 of Never Stop Dreaming Biggie, Angel Holmes throws out the script entirely — no plan, no guest, no agenda — and delivers one of the most honest, unfiltered conversations she has ever had. Inspired by her love of Dave Chappelle's tell-it-like-it-is style, this Off the Cuff episode goes deep on the topics most podcasts are too polished to touch: childhood abuse, the faith that carried her through it, real talk about this generation of kids, marriage and divorce, politics without the pretense, and the massive God-given vision behind The Holmestead Hideaway.Angel opens up about growing up in an abusive home and how she always felt protected by something bigger than her circumstances — a bubble she now knows was God. She traces her faith journey from a college breakdown that launched years of therapy and personal development, to finding Jesus in a counselor's office, to where she stands today: building businesses, leading marriage ministry, and raising money for a faith-driven bar and charitable retreat in St. Vincent and the Grenadines.If you have ever wanted someone to just say what everyone is thinking — about parenting, about marriage, about faith, about what is actually happening in this country — this episode will feel like a long exhale.The "I" in BIGGIE stands for Inspire — and sometimes the most inspiring thing you can do is stop performing and just be real.Key Takeaways:Understand how childhood pain can become the foundation for unshakeable faith and purposeDiscover what it actually looks and feels like to have the Holy Spirit active in your daily lifeLearn why Angel puts God above her business, her husband, and even her kids — and how that order changes everythingHear the honest truth about divorce, remarriage, and what makes a marriage actually work long termRethink what you owe your children after they turn 18 — and what they need more than anything money can buyGet Angel's unfiltered take on this generation's struggle with work ethic, eye contact, and entitlementLearn about The Holmestead Hideaway — a faith-driven bar, retreat, and nonprofit in the Caribbean currently raising $5 millionBe reminded that you do not have to have it all together to be chosen, loved, and wildly successfulCONNECT WITH ANGEL: 🎙 Never Stop Dreaming Biggie Podcast 📱 Instagram: @neverstopdreamingbiggie | @angelpholmes 🌐 Website: sipindipity.com 📧 Email: [email protected] 🌴 The Holmestead: theholmesteadhideaway.com 👩‍💼 The Brighter Side Society & Brighter Week: sipindipity.com/brighter-side-society 📝 Substack: angelpholmes.substack.comSUBSCRIBE & SHARE: If this episode made you feel seen, gave you a laugh, or reminded you that real faith and real entrepreneurship can coexist beautifully — please subscribe, leave a review, and share it with a woman in your life who is tired of the highlight reel and ready for some honest conversation. Your support helps us reach more dreamers ready to build something real.

  3. 60

    Episode 58: Stop Being Overwhelmed: The System That Gets High-Achieving Women More Done in Less Time

    In Episode 58 of Never Stop Dreaming Biggie, Angel Holmes gets real about the one thing holding most high-achieving women back — and it is not laziness, lack of motivation, or even time. It is structure. This solo episode breaks down Angel's Brighter Week system, the personalized productivity method she has built for women entrepreneurs who are done spinning their wheels and ready to actually move the needle.Angel walks you through her full flow style assessment, her AI-powered weekly planning process, her custom Notion database, and the simple but game-changing concept of your weekly top three — the priorities that actually bring in money and momentum. Then she welcomes Biggie Member of the Week Amanda Lewis, a Charleston fitness instructor, former wedding and event planner of 500+ weddings, and founder of Mat Chats on Patreon, for an honest conversation about reinventing yourself, doing it scared, and making movement fun again.If you have ever felt like you are doing all the things but going nowhere, wondered if it is too late to start over, or just need someone to tell you that you are not broken — you just need better structure — this episode was made for you.The "G" in BIGGIE stands for Grow — and that is exactly what happens when you stop letting your calendar control you and start building a week that actually works for the life you are trying to create.Key Takeaways:Understand why overwhelm is a structure problem, not a you problemDiscover how to find your personal flow style and build systems around the way you actually workLearn how Angel uses AI to generate her entire week's plan in minutesIdentify your weekly top three priorities that move you toward real money and real momentumStop wasting time on tasks that feel productive but are not growing your businessHear how Amanda Lewis pivoted from 500 weddings to 18 fitness classes a week — and why she would do it all over againBe reminded that reinvention is not just possible at any age, it is often the whole pointGet inspired to do the scary thing before you feel readyCONNECT WITH AMANDA LEWIS: 📱 Instagram: https://www.instagram.com/amandalewiswellish/ 🎙 Mat Chats on Patreon: https://www.patreon.com/cw/MatChatsCONNECT WITH ANGEL: 🎙 Never Stop Dreaming Biggie Podcast 📱 Instagram: @neverstopdreamingbiggie | @angelpholmes 🌐 Website: sipindipity.com 📧 Email: [email protected] 🌴 The Holmestead: theholmesteadhideaway.com 👩‍💼 The Brighter Side Society & Brighter Week: sipindipity.com/brighter-side-society 📝 Substack: angelpholmes.substack.com 📖 Free Brighter AI Guide: https://sipindipity.myflodesk.com/brightaiguide ✨ Free Flow Style Assessment: ttps://www.tryinteract.com/share/quiz/6980f62c2606173ca6c95a49 💡 Free Weekly AI Prompt: https://sipindipity.myflodesk.com/brightaiguideSUBSCRIBE & SHARE: If this episode gave you the permission slip you needed to stop doing it all and start doing what matters — please subscribe, leave a review, and share it with a high-achieving woman in your life who is overdue for a brighter week. Your support helps us reach more dreamers ready to build something real.

  4. 59

    Episode 57: Charleston Wine + Food Festival Part 3: Final Days, Food Finds & Festival Favorites

    In Episode 57 of Never Stop Dreaming Biggie, Angel Holmes and Brian take you behind the scenes for the final days of the Charleston Wine + Food Festival — and it is exactly as delicious, exhausting, and inspiring as you would hope. This wrap-up episode captures the energy of five full days in the Culinary Village through off-the-cuff chef interviews, barbecue nights, pop-up parties, and real conversations about food, community, and the dreams being built behind the scenes at The Holmestead Hideaway.Angel sits down with Chef Steven Devereaux Green of the acclaimed Umstead Hotel & Spa in Cary, North Carolina — a familiar Charleston face with a deep connection to the city's culinary roots. She also catches up with Jimmy Hagood of Food for the Southern Soul, one of the original legends who helped plant Charleston firmly on the culinary map. Between bites of Magnolia's mac and cheese, Cali's spicy chicken biscuit, and the best lager Brian may have ever tasted from Elliott Moss's tent, this episode is a love letter to Charleston's food scene and the people who built it.If you are a food lover, a Charleston local, a woman entrepreneur who knows that the best business conversations happen over a great meal, or someone who has been following The Holmestead journey — this episode will feel like you were right there with them.The "E" in BIGGIE stands for Elevate — and there is nothing like surrounding yourself with people who have built something real to remind you of what is possible for your own dreams.Key Takeaways:Learn how Chef Steven Devereaux Green built a culinary reputation rooted in mentorship and meaningful relationshipsHear why Jimmy Hagood believes showing up and inviting others in is what truly puts a city on the mapDiscover how five days at a food festival can spark real business connections, sourcing ideas, and renewed visionSee how Angel and Brian are bringing the energy and inspiration from the festival directly into The Holmestead HideawayBe reminded that community — whether built over barbecue or a great bottle of wine — is always the real main courseCONNECT WITH ANGEL: 🎙 Never Stop Dreaming Biggie Podcast 📱 Instagram: @neverstopdreamingbiggie | @angelpholmes 🌐 Website: sipindipity.com 📧 Email: [email protected] 🌴 The Holmestead: theholmesteadhideaway.com 👩‍💼 The Brighter Side Society & Brighter Week: sipindipity.com/brighter-side-society 📝 Substack: angelpholmes.substack.comSUBSCRIBE & SHARE: If this episode made you hungry, inspired, or ready to finally book that trip to Charleston — please subscribe, leave a review, and share it with someone who needs a little community with their next meal. Your support helps us reach more dreamers ready to build something real.

  5. 58

    Episode 56: Faith, Fire & Female Founders: Putting God First in Your Business

    In Episode 56 of Never Stop Dreaming Biggie, Angel Holmes opens up about the faith journey that has quietly become the foundation of everything she is building — and welcomes Brighter Side Society member and marketing powerhouse Tonya Childs for a conversation that is equal parts vulnerable, practical, and deeply inspiring.Angel has been on a personal journey of putting God first in her business, and this Easter episode is her most honest telling yet — from feeling protected by what she called her "bubble" as a little girl, to surviving divorce, bankruptcy, depression, and suicidal thoughts, to receiving clear visions from God that birthed The Brighter Side Society, The Brighter Week, and The Holmestead Hideaway. This is not a tidy testimony. It is a real one. And it will remind you that the dreams placed in your heart are not random — they are purposeful, and they are yours to steward.Then Angel is joined by Tonya Childs, founder of Smart Marketing Advertising Agency, who launched her firm in 2010 with a laptop she bought off QVC for fifty dollars a month and grew it into a seven-figure full-service agency. Tonya's story is one of grit, grace, and God — and her next big dream of creating a nonprofit mentoring program for young women who never had the chances she eventually created for herself will leave you genuinely moved.If you have ever wondered what it actually looks like to build a business with faith at the center — not as a tagline but as a true operating system — this episode will show you exactly that.The "G" in BIGGIE stands for Give — and both Angel and Tonya are living proof that when you build from a place of generosity, obedience, and love, the vision grows bigger than anything you could have planned on your own.Key Takeaways:Understand why putting God first in your business changes not just your outcomes but your entire approach to the hard daysHear Angel's full faith journey — from childhood protection to rock bottom to receiving clear visions for her biggest business dreamsLearn how The Brighter Side Society, The Brighter Week, and The Holmestead Hideaway all started as God visions before they became business plansDiscover how Tonya Childs built a seven-figure marketing agency starting with a QVC laptop and unwavering faithFind out why niching down — as Tonya did with Marketing for Lawyers — is one of the most powerful moves a growing agency can makeHear how the Brighter Side Society sisterhood changed everything for Tonya as she expanded into a brand new marketExplore the daily faith habits — prayer journals, devotionals, Bible study groups — that both women credit for their growthLearn why Tonya's next big dream is a nonprofit mentoring program to help young women break generational cycles through entrepreneurshipUnderstand what Angel means when she says the Holmestead is not an Angel and Brian project — it is a God projectSee why love, not judgment, is the entire operating model behind everything Angel is buildingWhether you are a woman entrepreneur quietly praying your business into existence, someone curious about what faith-first leadership actually looks like in the real world, or a dreamer who simply needs a reminder that your vision is not too big and you are not too far — this conversation will meet you exactly where you are.CONNECT WITH TONYA CHILDS & SMART MARKETING: 📱 Instagram: https://www.instagram.com/tonya__childs/ 🌐 Website: https://thinksmartmarketing.net/CONNECT WITH ANGEL: 🎙 Never Stop Dreaming Biggie Podcast 📱 Instagram: @neverstopdreamingbiggie | @angelpholmes 🌐 Website: sipindipity.com 📧 Email: [email protected] 🌴 The Holmestead: theholmesteadhideaway.com 👩‍💼 The Brighter Side Society & Brighter Week: sipindipity.com/brighter-side-society Take the Free Flow Style Assessment: https://www.tryinteract.com/share/quiz/6980f62c2606173ca6c95a49 Check out Substack: https://angelpholmes.substack.comSUBSCRIBE & SHARE: If this episode reminded you that your faith and your dreams belong in the same room — please subscribe, leave a review, and share it with a woman who needs to hear this message today. Your support helps us reach more dreamers ready to build something real.

  6. 57

    Episode 55: Master Your Inner Voice, Master Your Life: Self-Mastery Tools for Female Entrepreneurs

    In Episode 55 of Never Stop Dreaming Biggie, Angel Holmes is joined by her favorite returning guest — energetic alignment and self-mastery coach Rebekah Hogan — for a conversation that will genuinely shift something inside you. Rebekah is back for her second appearance on the podcast because, as Angel says, she has simply changed her life, and this episode shows you exactly why.Rebekah spent the first 20 years of her adult life checking every box the world said would make her happy — running a family business, building a career in a male-dominated industry, even being married to a literal rock star — and still couldn't get out of bed in the morning. Her six-month personal transformation changed everything. Not because her circumstances got easier — they actually got harder — but because her perspective did. Now she helps women master their inner voice, align their energy, and manifest the life they were built for through her FYI community and her beautiful crystal and ritual brand, Evoline.If you have ever felt stuck between where you are and where you know you are supposed to be, if you are holding a dream so tightly that you are actually blocking it, or if you just need someone to remind you that your vision is real and it is waiting for you — this episode is exactly what you need today.The "I" in BIGGIE stands for Inspire — and Rebekah Hogan has made a life out of inspiring women to stop surviving and start thriving by teaching them the one thing that changes everything: what is happening inside their own mind.Key Takeaways:Understand why mastering your inner voice is the foundation of every result you want in life and businessLearn how Rebekah transformed her entire life in six months without her external circumstances changing at allDiscover the "memory of your future" technique and how to use it to make your dream feel real before it arrivesHear the full Maui manifestation story — and what it teaches us about releasing the HOW and trusting divine timingFind out why the gap between where you are and what you resist is actually your greatest opportunity for growthExplore how crystals, bracelets, and ritual tools work as energetic anchors — not magic fixes — and why that distinction mattersLearn what the FYI community is and how it helps women align their energy every single weekSee how Angel is applying these exact tools to her Caribbean Holmestead vision right nowUnderstand why your dreams are not random — they are given to you on purpose and you are their stewardDiscover how to stop holding your dreams so rigidly that you accidentally limit the abundance coming your wayWhether you are a female entrepreneur who feels like you are working hard but not yet seeing results, a woman of faith curious about the intersection of spirituality and manifestation, or someone who is simply ready to stop waiting and start aligning — this conversation will meet you exactly where you are.Learn more about Evoline: https://theevoline.com/collections/all Learn more about Rebekah & FYI: https://rebekahhogan.com/Rebekah's first episode 9: https://youtu.be/JjzkmsByj7ECONNECT WITH ANGEL: 🎙 Never Stop Dreaming Biggie Podcast 📱 Instagram: @neverstopdreamingbiggie | @angelpholmes 🌐 Website: sipindipity.com 📧 Email: [email protected] 🌴 The Holmestead: theholmesteadhideaway.com 👩‍💼 The Brighter Side Society & Brighter Week: sipindipity.com/brighter-side-society Take the Free Flow Style Assessment: https://www.tryinteract.com/share/quiz/6980f62c2606173ca6c95a49 Check out Substack: https://angelpholmes.substack.comSUBSCRIBE & SHARE: If this episode reminded you that your dreams are not too big and that alignment is available to you right now — please subscribe, leave a review, and share it with a woman who needs to hear Rebekah's story. Your support helps us reach more dreamers ready to turn their vision into reality.

  7. 56

    Episode 54: Culinary Legends & Real Talk: Charleston Wine + Food Festival 20th Anniversary Part 2

    In Episode 54 of Never Stop Dreaming Biggie, Angel and Brian Holmes are back LIVE from the Charleston Wine + Food Festival's 20th Anniversary — straight from the Hospitality Hub at High Wire Distilling Company. This is Part 2 of our special multi-part series, and this one gets personal, hilarious, and deeply meaningful all at once.Angel sits down with Lisa Buzzelli (original CWFF planning committee member and the woman Angel calls Queen Volunteer), Ann Marshall (co-founder of High Wire Distilling and Holmestead advisor), and the legendary Mickey Bakst (18-year GM of the Charleston Grill and co-founder of Ben's Friends — a sobriety organization now serving restaurant workers in 28 cities nationwide). Angel and Brian also share their own reflections on the week, the big Holmestead announcement, and what it feels like to finally slow down and receive the recognition you've earned.If Part 1 was about the dreamers who built Charleston's culinary identity — Part 2 is about the people who showed up every single day to keep it alive.The "G" in BIGGIE stands for Give — and Mickey Bakst has lived that letter more than almost anyone Angel has ever known. His work with Ben's Friends is proof that the most powerful thing you can build isn't a restaurant or a festival — it's a community that catches people when they fall.Key Takeaways:Discover why Lisa Buzzelli has volunteered for every single one of CWFF's 20 years — and what that kind of loyalty actually buildsLearn how Mickey Bakst helped shape Charleston's culinary identity by bringing the world's greatest chefs to our tablesUnderstand why Ben's Friends believes you don't have to leave the restaurant industry to find sobrietyHear the wildly funny story of Angel's festival "move-in" at Ann and Scott's house (blow-up dolls very much included)Find out what Angel had to pray about before accepting this week's recognition — and why receiving is just as important as givingSee how the best fringe events always end with cops, sloppy Joes, and nine people in one carLearn what 20 years of showing up for a community really looks like from the people who lived itDiscover what's coming next for Angel, Brian, and The HolmesteadWhether you're building something from scratch, navigating the messy middle, or learning how to let people pour into you for once — this episode is for you.Learn more about Ben's Friends: https://bensfriendshope.com/ Learn more about High Wire Distilling Co: https://highwiredistilling.com/CONNECT WITH ANGEL: 🎙 Never Stop Dreaming Biggie Podcast 📱 Instagram: @neverstopdreamingbiggie | @angelpholmes 🌐 Website: sipindipity.com 📧 Email: [email protected] 🌴 The Holmestead: theholmesteadhideaway.com 👩‍💼 The Brighter Side Society & Brighter Week: sipindipity.com/brighter-side-societyTake the Free Flow Style Assessment: https://www.tryinteract.com/share/quiz/6980f62c2606173ca6c95a49 Check out Substack: https://angelpholmes.substack.comSUBSCRIBE & SHARE: If this episode reminded you that the right village changes everything — and that you are worthy of being celebrated — please subscribe, leave a review, and share it with someone who needs to hear these stories. Your support helps us reach more dreamers ready to turn their vision into reality.

  8. 55

    Episode 53: Behind the Scenes at Charleston Wine & Food Festival's 20th Anniversary Part 1

    In Episode 53 of Never Stop Dreaming Biggie, Angel and Brian Holmes is coming to you LIVE from the Charleston Wine + Food Festival's 20th Anniversary — recorded straight from the Hospitality Hub at High Wire Distilling Company. This is Part 1 of a special multi-part series featuring the OGs who helped build one of the South's most celebrated culinary events, and the real stories behind what it took to make it happen.Angel sits down with Marc Collins (Executive Chef at Circa 1886 for 25 years and the original visionary behind CWFF), Michael Kramer (opening Executive Chef of McCrady's, now chef-owner of Gianna in Greenville), and Scott Blackwell (co-founder of the award-winning High Wire Distilling Company and Guinness World Record holder for the world's biggest cookie). Together they share what it truly means to build something from nothing — with community, curiosity, and tenacity as your only starting capital.The "G" in BIGGIE stands for Give — and this episode is a masterclass in what happens when people show up for each other, for their city, and for a dream that didn't exist yet.Key Takeaways:Discover how one aquarium conversation sparked a 20-year culinary legacyLearn why community — not capital — is the real fuel behind every great buildUnderstand what curiosity and tenacity look like in action over decadesHear how building a business with your spouse actually works (and the hard years in between)Find out why the people no one hears about are always the ones holding everything togetherLearn what 25 years at one restaurant actually teaches you about a citySee how heritage grains, local farmers, and a village of believers built Jimmy Redd WhiskeyUnderstand why showing up for others always comes back aroundWhether you're just starting out, building your village, or wondering if your wild idea is worth pursuing — this episode is proof that the right people in the right room can change everything.Learn more about Circa 1886: https://circa1886.com/Learn more about Jianna Greenville: https://jiannagreenville.com/Learn more about High Wire Distilling Co: https://highwiredistilling.com/CONNECT WITH ANGEL: 🎙 Never Stop Dreaming Biggie Podcast 📱 Instagram: @neverstopdreamingbiggie | @angelpholmes 🌐 Website: sipindipity.com 📧 Email: [email protected] 🌴 The Holmestead: theholmesteadhideaway.com 👩‍💼 The Brighter Side Society & Brighter Week: sipindipity.com/brighter-side-society Take the Free Flow Style Assessment: https://www.tryinteract.com/share/quiz/6980f62c2606173ca6c95a49 Check out Substack: https://angelpholmes.substack.comSUBSCRIBE & SHARE: If this episode reminded you that your dream is always worth building — and that your village is out there waiting — please subscribe, leave a review, and share it with someone who needs to hear these stories. Your support helps us reach more dreamers ready to turn their vision into reality.

  9. 54

    Episode 52: How I Built a 20-Year Legacy from Zero: The Charleston Wine & Food Festival Origin Story & the System That Made It Possible

    Join Angel Holmes as she shares the untold origin story of the Charleston Wine & Food Festival — now celebrating its 20th anniversary — and the real systems and beliefs that made it possible. This episode is packed with hard-won wisdom, vulnerable storytelling, and practical tools for women entrepreneurs and anyone building something meaningful from the ground up.In This Episode You'll Discover:How a simple meeting with the right people in the room became a 20-year culinary legacy for CharlestonWhy believing in a vision before you have any evidence is the first non-negotiable stepThe village-building strategy that turned a volunteer committee into a world-class festivalWhy creativity without systems will always collapse — and what to do about itHow hiring people smarter than you is the fastest way to grow something bigger than yourselfThe real reason Angel walked away after 10 years — and why she has zero regretsWhy the people behind the scenes are the forgotten heroes of every great thing ever builtWhat Angel learned about relationships, reciprocity, and always leading with how you can serve othersHow losing everything during COVID led to the clearest vision she's ever hadThe brand new Brighter Week system — Angel's personal productivity framework, now available to everyone — and why customized systems beat generic planners every timeWhat "big dreams deserve disciplined weeks" actually means in practiceWhether you're just starting to build something from scratch, in the messy middle of growing a business, or rebuilding after a setback, this episode is your reminder that the right people, the right belief, and the right systems can take any dream further than you imagined.TIMESTAMPS: 00:00 Welcome & Episode 52 Intro 02:15 Why the Charleston Wine & Food Festival Matters 05:30 The Aquarium Years & the Sustainable Seafood Project 10:45 How One Chef's Idea Sparked a Festival 15:00 The First Meeting & Building the Planning Committee 20:30 Believing Before You Have Evidence 25:00 Systems, Organization & Hiring Smarter Than Yourself 31:15 The Forgotten Heroes Behind Every Big Event 35:45 Why Angel Left After 10 Years 40:00 Losing Everything During COVID & Starting Over 45:30 Introducing the Brighter Week System 51:00 Big Dreams Deserve Disciplined Weeks — Final ThoughtsCONNECT WITH ANGEL: 🎙 Never Stop Dreaming Biggie Podcast 📱 Instagram: @neverstopdreamingbiggie @angelpholmes 🌐 Website: sipindipity.com 📧 Email: [email protected] 🌴 The Holmestead: theholmesteadhideaway.com 👩‍💼 The Brighter Side Society & Brighter Week: sipindipity.com/brighter-side-society Take the Free Flow Style Assessment: https://www.tryinteract.com/share/quiz/6980f62c2606173ca6c95a49Check out Substack: https://angelpholmes.substack.comSUBSCRIBE & SHARE: If this episode reminded you that your dream is worth building — and that you don't have to do it alone — please subscribe, leave a review, and share it with a woman entrepreneur who needs to hear this story. Your support helps us reach more dreamers ready to turn their vision into their reality.#CharlestonWineAndFood #CWFF #CharlestonSC #CharlestonEvents #EventPlanning #WomenEntrepreneurs #FemaleFounders #NeverStopDreamingBiggie #Entrepreneurship #WomenInBusiness #BusinessPodcast #BuildingALegacy #StartingFromZero #ProductivitySystems #TimeManagement #BrighterWeek #TheBrighterSideSociety #SmallBusinessCharleston #CharlestonBusiness #DreamBig #BusinessSystems #EntrepreneurMindset #CommunityBuilding #WorkLifeBalance #WomenWhoLead

  10. 53

    Show Up As You Are: Lessons in Business & Community with Sarah Frick

    In Episode 51 of Never Stop Dreaming Biggie, I'm joined by Sarah Frick, founder of The Works — Charleston, SC's most beloved boutique fitness community with six locations across the Lowcountry. This community-driven episode dives deep into what it really takes to build a business rooted in authentic human connection, servant leadership, and the belief that your competitors are actually your community.Sarah has spent 20+ years creating spaces where women don't just come to work out — they come to feel seen, supported, and connected. From fundraising for breast cancer and ALS to championing her team members' own business dreams, Sarah has built something far bigger than a gym. And in this conversation, she gets real about the hard lessons, the leadership challenges, and why showing up as you are is always enough.Whether you're a female entrepreneur building a brick-and-mortar business, a Charleston local curious about The Works, or a business owner figuring out how to scale without losing your soul, this episode will both inspire you and give you practical wisdom you can use today.The "G" in BIGGIE stands for Give — and Sarah Frick is the living definition of what it means to build a business by genuinely giving back to your community.Key Takeaways:Recognize why community-first thinking is the most powerful business strategy you're not usingBuild a team culture so strong your business thrives even when you can't be everywhereUnderstand the real estate and demographic strategy behind smart brick-and-mortar expansionNavigate the hardest leadership challenge — letting go of people who no longer serve the teamLearn why having hard conversations face-to-face is a non-negotiable leadership skillStop fearing your competitors and start building collaborative community insteadCreate giving-back initiatives that are authentically woven into your business modelScale your business without sacrificing the thing that makes it specialBuild systems that allow you to show up for your family and your businessInvest in your people so deeply they invest right back into youDesign a customer experience so warm and welcoming it becomes someone's happy placeShow up as you are — and build a brand that gives others permission to do the sameConnect with Us: 🎙 @neverstopdreamingbiggie 📱 @angelpholmes 🌐 sipindipity.com 📧 [email protected] More: 🌴 The Holmestead Hideaway https://theholmesteadhideaway.com/ 👩‍💼 The Brighter Side Society https://sipindipity.com/brighter-side-society 💼 One-on-One Coaching https://sipindipity.com/mentorship-2025 📅 The Brighter Week Waitlist & Free Assessment https://quiz.tryinteract.com/#/6980f62c2606173ca6c95a49 📝 Angel's 5% Substack https://angelholmes.substack.com/Double check which BIGGIE letter you want to use — I went with "G" for Give since it matched Sarah's story so well, but swap it if another letter fits better!

  11. 52

    Episode 50: The Year of the Horse: Shedding What No Longer Serves You

    In Episode 50 of Never Stop Dreaming Biggie, I'm sharing a raw, unfiltered conversation about entering life's second half with intention and stepping into the Year of the Horse. This milestone solo episode dives deep into boundaries, burnout recovery, and why high-achieving women must stop giving everything away for free.I hit 52 this year and I'm officially at halftime — that transformative phase where you've spent the first half figuring out who you are and proving yourself, and now it's time to focus on what really matters. After losing my business, rebuilding from rock bottom, and realizing I was depleting myself by constantly over-giving, I'm making some major changes. From cleaning up my email list and social media to launching my 5% Substack where I share the deeper stories, this episode is about shedding what no longer serves you and owning your worth.Whether you're a chronic people-pleaser feeling burnt out from over-giving, a successful woman who struggles to charge what you're worth, or someone ready to make your second half count bigger than your first, this conversation will give you permission to stop playing small and start building the life you actually want.The "B" in BIGGIE stands for Believe — and believing in your vision means believing you deserve to be compensated for the incredible value you bring to the world.Key Takeaways:Recognize the signs of chronic over-giving and how it's actually hurting everyoneImplement the "halftime" mindset shift that changes everything after 50Identify what needs to be shed in the Year of the Horse energyEstablish boundaries with love while protecting your energy and expertiseClean house on email lists, social media followers, and energy drainsLaunch your own "5%" space for deeper, more intimate content sharingTake the free Brighter Week assessment to discover your organizational styleStructure your week to reclaim a full day of your life through better systemsNavigate the transition from free content creator to paid expertBuild sustainable business practices that honor both service and profitCreate community experiences that truly serve your ideal peopleDesign your second half around purpose, profit, and maximum impactConnect with Us: 🎙 @neverstopdreamingbiggie 📱 @angelpholmes 🌐 sipindipity.com 📧 [email protected] More: 🌴 The Holmestead Hideaway https://theholmesteadhideaway.com/ 👩‍💼 The Brighter Side Society https://sipindipity.com/brighter-side-society 💼 One-on-One Coaching https://sipindipity.com/mentorship-2025 📅 The Brighter Week Waitlist & Free Assessment https://quiz.tryinteract.com/#/6980f62c2606173ca6c95a49 📝 Angel's 5% Substack https://angelholmes.substack.com/

  12. 51

    Episode 49: Dreaming BIGGIE Behind the Bar: We Let AI Teach Us Bartending and the Results Were Mixed (Literally)

    In Episode 49 of Never Stop Dreaming Biggie, Brian and I are back together for our February Homestead update — and this time, we let AI teach us how to bartend. The results? Mixed. Literally. This episode is equal parts Valentine's chaos, cocktail experiments, marriage conference highlights, and real talk about where we are with The Holmestead Hideaway.We kicked off the weekend at the Seacoast Marriage Conference where we serve on the prayer team and lead the SYMBIS program. We got to meet Les and Leslie Parrott — the creators of SYMBIS — in person after seven years of teaching their material, and walked away with new tools for our marriage (like the three-squeeze hand trick we probably should have used before hitting record). Then we came home, fired up our AI COO Viva, and attempted to make four classic cocktails: a daiquiri, a Negroni, a Manhattan, and the Harry Maude martini. The daiquiri was a disaster. The Negroni was a showstopper. Brian debuted his signature Holmes Fashion old fashioned with homemade Cheerwine simple syrup, and I learned that he's naturally better at stirring than I am — and I'm not happy about it.Whether you're dreaming of opening your own bar, navigating business with your spouse, or just need a good laugh watching two entrepreneurs fumble through cocktail measurements with questionable jiggers and an AI coach, this episode is for you. We also share major updates on The Holmestead Hideaway in Bequia, our search for capital stewards, dreams of bringing Cheerwine and Waffle House to the Caribbean, and plans for our podcast's one-year anniversary at the Charleston Wine and Food Festival.The "G" in BIGGIE stands for Grow — and growing through challenges (not around them) looks a lot like two people standing at a home bar with bad measurements, a shaker that won't open, and a dream that's bigger than any cocktail fail.Key Takeaways:Discover how AI can serve as your bartending coach and business COO (meet Viva)Learn the proper stirring technique that keeps your cocktails quiet and professionalUnderstand why more ice actually means less dilution in your drinksMaster the classic Negroni with gin, sweet vermouth, and CampariCreate Brian's signature Holmes Fashion old fashioned with Cheerwine simple syrupNavigate learning new skills as a couple without losing your mind (or your marriage)Implement the three-squeeze hand trick from Les and Leslie Parrott's marriage teachingsBuild relationships with brands and creators before using their recipes or productsDevelop your bar menu by starting small and perfecting a few signature drinksExplore the capital steward model for funding passion projects and charity-driven businessesPlan phased business launches from friends-and-family testing to pop-ups to full openingConnect with your community through in-home speakeasy-style soft launchesConnect with Us: 🎙 @neverstopdreamingbiggie 📱 @angelpholmes 🌐 sipindipity.com 📧 [email protected] More: 🌴 The Holmestead Hideaway https://theholmesteadhideaway.com/ 👩‍💼 The Brighter Side Society https://sipindipity.com/brighter-side-society 💼 One-on-One Coaching https://sipindipity.com/mentorship-2025 📅 The Brighter Week Waitlist & Free Assessment https://quiz.tryinteract.com/#/6980f62c2606173ca6c95a49

  13. 50

    Episode 48: The Brighter Week: Why Cookie-Cutter Time Management Fails Entrepreneurs

    In Episode 48 of Never Stop Dreaming Biggie, I'm sharing a raw, unfiltered solo episode recorded on day four of a spiritual fast that changed everything. This is the episode where God downloaded the vision for The Brighter Week—a completely customizable time management and productivity system designed specifically for entrepreneurs and ambitious women who are tired of cookie-cutter systems that don't work for their unique brain, business, or life.This conversation is packed with vulnerable moments, divine revelations, and practical strategies. I share the exact sleepless night where God told me to "cleanse your life and start packing" for The Holmestead project, and how He revealed a system that's already giving me 6-7 hours back every week without the hustle. We dive deep into why every productivity system you've tried has failed (spoiler: they're designed for someone else, not you), how to use AI as your virtual COO, and why you need both mindset and systems to achieve big dreams.Whether you're drowning in to-do lists, exhausted from following other people's routines, or ready to finally create calm and clarity in your business and life, this episode offers the breakthrough you've been praying for. I'm launching The Brighter Week in March with a beta test group from The Brighter Side Society, and you can join the waitlist or take the free personality assessment to discover your unique productivity type.The "B" in BIGGIE stands for Believe—and believing you can have a customized system that actually works for your life (not someone else's) is the first step to getting your time, sanity, and dreams back.Key Takeaways:Discover why traditional time management systems fail entrepreneurs and how to fix itLearn the personality assessment framework that determines your unique productivity styleImplement the exact morning routine that gives you 2-3 hours for prayer, breakfast, and workoutsCreate customizable Notion workspaces with AI prompts designed for your business needsDevelop systems that return 2-7 hours per week without burnout or hustle cultureMaster the art of day-themed business strategy and Sabbath rest for sustainable growthUnderstand how AI can become your virtual COO and business partnerNavigate major life transitions with spiritual clarity and practical organizationBuild lifetime systems with ongoing community support and accountabilityAccess VIP day options for personalized setup and customization helpJoin The Brighter Week beta test or March launch waitlist todayTake the free assessment to discover your productivity personality typeConnect with Us: 🎙 @neverstopdreamingbiggie 📱 @angelpholmes 🌐 sipindipity.com 📧 [email protected] More: 🌴 The Holmestead Hideaway https://theholmesteadhideaway.com/ 👩‍💼 The Brighter Side Society https://sipindipity.com/brighter-side-society 💼 One-on-One Coaching https://sipindipity.com/mentorship-2025 📅 The Brighter Week Waitlist & Free Assessment https://quiz.tryinteract.com/#/6980f62c2606173ca6c95a49

  14. 49

    Episode 47: From Imposter Syndrome to 8-Figure Exit: Building a Product Business with Purpose

    In Episode 47 of Never Stop Dreaming Biggie, I'm joined by Lisa Simone Richards for our first guest episode of 2026. Lisa is a former publicist turned product founder who made the bold decision to blow up her 20-year career to launch Pearl Spark Pages and the Female Founders Journal—a guided journal specifically designed to help women entrepreneurs overcome imposter syndrome, build authentic confidence, and celebrate their wins.This conversation is packed with real talk about the messy middle of entrepreneurship. Lisa shares the exact moment she felt like a fraud on stage despite her success, why she walked away from a thriving service-based business, and how she's now building a product company with a crystal-clear 8-figure exit strategy by 2031. We dive deep into how she funded her business through community instead of paid advertising, the power of building in public, and why journaling isn't just wellness—it's a legitimate business strategy that rewires your brain for success.As fellow former publicists, Lisa and I connect on so many levels including working with our spouses in business, the importance of systems and consistency, and why surrounding yourself with the right community is worth more than any course or consultant. Whether you're considering a business pivot, struggling with self-doubt, or wondering how to grow without social media burnout, this episode offers both inspiration and practical implementation strategies.The "B" in BIGGIE stands for Believe—and Lisa's journey from perfectionism and fear to building a business designed for impact and exit is proof that when you believe in yourself and let others into your journey, magic happens.Key Takeaways:Learn why 75% of female leaders experience imposter syndrome and how to push past it permanentlyDiscover the "document, don't create" content strategy that makes social media authentic and sustainableUnderstand how Lisa funded 40% of her Kickstarter campaign through community investment aloneMaster the art of building a business with your spouse without losing your mindImplement the BRAGGS framework for morning confidence rituals that actually workCreate daily celebration habits using "Today I'm proud of myself for" promptsNavigate the pivot from service-based to product-based business with confidenceBuild intentional community that supports your growth instead of just consuming contentDevelop a clear exit strategy and business goals that keep you focusedLeverage publicity and storytelling skills to grow without paid advertisingControl your inner narrative using Emma Greed's wisdom about training your brainPour into community before taking from it—the secret to organic business growthConnect with Lisa Simone Richards: 📓 Female Founders Journal https://www.femalefoundersjournal.com 🛍️ Pearl Spark Pages https://www.pearlsparkpages.com 📱 @pearlsparkpagesConnect with Us: 🎙 @neverstopdreamingbiggie 📱 @angelpholmes 🌐 sipindipity.com 📧 [email protected] More: 🌴 The Holmestead Hideaway https://theholmesteadhideaway.com/ 👩‍💼 The Brighter Side Society https://sipindipity.com/brighter-side-society 💼 One-on-One Coaching https://sipindipity.com/mentorship-2025Resources Mentioned: https://sipindipity.com/resources

  15. 48

    Episode 46: Overcoming Imposter Syndrome: From Fear to Fearless in Business

    In Episode 46 of Never Stop Dreaming Biggie, I'm getting real about the number one thing holding entrepreneurs back: lack of confidence. If you've ever struggled with imposter syndrome, felt like you're not qualified enough, or played small when you know you're meant for bigger things, this solo episode will show you how to overcome fear and build the unshakeable confidence you need to succeed.I'm sharing my personal journey from losing everything in bankruptcy at age 50 to reclaiming my power and embracing my identity as a queen in business. You'll hear the prophetic revelation that changed how I see myself, why Mel Robbins' high-five habit actually works, and how my Word of the Year—Fearless—is transforming my entire approach to entrepreneurship and The Holmestead launch.This isn't just motivational fluff. I'm giving you practical, actionable confidence-building strategies you can implement today: daily rituals that rewire your brain, why fear is NOT from God, how to be your own biggest cheerleader without being cocky, and the critical importance of surrounding yourself with confident people who believe in you. Plus, I'm getting vulnerable about almost giving up on the podcast and The Brighter Side Society, and the mindset shift that turned everything around and brought my biggest membership month ever.The "B" in BIGGIE stands for Believe—and if you don't believe in yourself, no one else will either. This episode is your permission slip to stop playing small and own the unique gifts God created you with.Key Takeaways:Understand why confidence is the #1 differentiating factor for successful entrepreneursLearn the difference between true confidence and flashy overcompensation from insecurityDiscover Mel Robbins' high-five habit and why it builds unshakeable self-beliefMaster the "If it's in you, it's for you" mindset that eliminates imposter syndromeCreate your Word of the Year to transform your confidence and business approachImplement daily confidence rituals including prayer, journaling, and affirmationsRecognize signs of low confidence in yourself and others (and how to fix them)Surround yourself with confident people who will lift you up and believe in your visionUnderstand why giving up is the #1 reason entrepreneurs fail—and how to push throughLearn how to be your own best friend and biggest cheerleader without arroganceRewire your brain around fear using faith-based principles and Joyce Meyer's wisdomBuild belief systems that attract the right opportunities and people into your businessConnect with Us: 🎙 @neverstopdreamingbiggie 📱 @angelpholmes 🌐 sipindipity.com 📧 [email protected] More: 🌴 The Holmestead Hideaway 👩‍💼 The Brighter Side Society https://sipindipity.com/brighter-side-society 💼 One-on-One Coaching https://sipindipity.com/mentorship-2025 ✨ Luvie Smith Dream Sessions Books and other free resources: https://sipindipity.com/resources

  16. 47

    Episode 45: The Giving Bar Revolution: How We're Building a Legacy That Changes Lives

    In Episode 45 of Never Stop Dreaming Biggie, Brian and I are pulling back the curtain on The Holmestead Hideaway—our revolutionary Caribbean giving bar and retreat where 100% of profits go to charity. If you've ever dreamed of building a business with purpose beyond profit, wondered how to create a legacy that changes lives, or want to see what faith-based social entrepreneurship looks like in action, this episode reveals our complete vision and mission for this transformational project.We're sharing our 2026 words of the year (Fearless and Thrive), the 10-year journey of how God called us to create The Holmestead, and the two powerful charitable missions driving everything: supporting local Caribbean island communities through grants and education, and funding disaster relief worldwide through The Holmestead Angels nonprofit born from our Hurricane Helene relief work in Asheville.This isn't your typical hospitality business—it's a giving bar designed to create the most incredible experience on earth while transforming lives. From funding island entrepreneurs and artists to providing bartending and hospitality training, from supporting infrastructure projects to responding to natural disasters, every dollar guests spend becomes a vehicle for change. We're talking about sustainable impact that will outlive us and create generational transformation.Brian shares the Holmes Fashion cocktail success story while I dive into my batching cocktails masterclass with Ford's Gin, but more importantly, we reveal why we're seeking capital stewards instead of traditional investors, how the financial structure prioritizes giving over personal gain, and the timeline that could see us launching as early as next month. We're getting vulnerable about grief, legacy, faith, and why building something meaningful matters more than accumulating wealth.The "G" in BIGGIE stands for Give—because success means nothing if we're not lifting others. This episode is a masterclass in purpose-driven entrepreneurship and an invitation to be part of something bigger than yourself.Key Takeaways:Discover the giving bar concept where 100% of profits support charitable missionsLearn the two charitable legs: 50% to local island communities, 50% to disaster reliefUnderstand why capital stewards create better partnerships than traditional investors for mission-driven businessesHear real examples of island projects: boat upgrades, artist grants, entrepreneur fundingExplore educational programs bringing hospitality and bartending training to islandersThe Holmestead Angels nonprofit origin story from Hurricane Helene relief workWhy faith-based business can be inclusive and welcoming to all peopleHow to structure a social impact business that prioritizes legacy over profitThe 10-year journey from BevCon vision to Caribbean hideaway realityTimeline and next steps: property secured, designers hired, launch imminentCreating unforgettable hospitality experiences that make guests feel like rockstarsWhy every detail tells a story—from cocktail napkins to captain's hatsBuilding sustainable impact through grants, education, and community investmentOpen invitation for capital stewards who want naming rights, VIP access, and legacy impactConnect with Us: 🎙 @neverstopdreamingbiggie 📱 @angelpholmes 🌐 sipindipity.com 📧 [email protected] More: 🌴 The Holmestead Bar & Retreat 👩‍💼 The Brighter Side Society https://sipindipity.com/brighterside 💼 Capital Steward Inquiries: [email protected]

  17. 46

    Episode 44: New Year, BIGGIE You: How to Set Business Goals That Actually Work in 2026

    In Episode 44 of Never Stop Dreaming Biggie, I'm kicking off 2026 with a powerful solo episode about setting business goals that actually work and avoiding the new year burnout that stops most entrepreneurs by February. If you've ever felt the pressure to accomplish everything at once in January, struggled with staying consistent throughout the year, or need clarity on what to focus on first, this episode gives you the framework to build sustainable momentum all year long.As we step into 2026, I'm sharing my personal approach to vision boards, goal setting, and introducing the revolutionary Four Cs framework (Calm, Confidence, Clarity, Connection) that will shape The Brighter Side Society and this podcast throughout the year. This isn't about overwhelming yourself with 50 resolutions—it's about strategic focus, sustainable energy, and building the business you actually want without sacrificing your sanity or your life.I dive deep into why focusing on ONE big goal for the year is more powerful than scattering your energy across dozens of projects, how to break down that massive dream into manageable 30-60-90 day milestones, and the Dream Tracker method that keeps me accountable and on track. You'll hear about my vision board celebration with The Brighter Side community, the power of visualization backed by action, and why consistency throughout the year beats January intensity every single time.This episode also explores how to use AI as your strategic planning partner, the transformative power of my 10-minute prayer and journaling practice for business clarity, and why finding your accountability partner or business community is non-negotiable for success. I'm getting real about imposter syndrome, celebrating wins before setting new goals, and the importance of balancing ambition with calm—because burnout doesn't build empires.The "B" in BIGGIE stands for Believe - and believing in your vision requires both seeing it clearly (hello, vision boards!) and taking consistent action every single day. This episode gives you permission to dream BIGGIE while staying grounded in practical, sustainable strategies that actually work.Key Takeaways:Focus on ONE major goal for 2026 instead of overwhelming yourself with endless resolutionsCreate vision boards that visualize your dreams and keep them visible dailyBreak annual goals into 30-60-90 day milestones for actionable progressConsistency throughout the year beats motivation and intensity in January aloneThe Four Cs Framework: Calm, Confidence, Clarity, Connection for 2026 successUse AI strategically to clarify your vision, prioritize goals, and plan action stepsImplement a 10-minute daily practice (prayer, meditation, journaling) for business clarityFind your accountability partner or join a community - you're not meant to do this aloneCelebrate last year's wins and reflect on lessons before planning the new yearSpread your energy strategically across 12 months instead of burning out in oneBuild confidence by embracing who you are and knowing you have everything you needTime management comes from prioritizing what truly moves the needle in your businessVision boards work because what you focus on expands and becomes realityThe Brighter Side Society waitlist opens in July - join the community transforming dreams into realityOne-on-one coaching spots available for personalized strategy and accountabilityConnect with Us: 🎙 @neverstopdreamingbiggie 📱 @angelpholmes 🌐 sipindipity.com 📧 [email protected] More: 🌴 The Holmestead Bar & Retreat 👩‍💼 The Brighter Side Society https://sipindipity.com/brighterside

  18. 45

    Progress Over Perfection: Launch Your Business the Right Way

    In Episode 43 of Never Stop Dreaming Biggie, I'm joined by business strategist Carlyn Bushman for a powerful year-end conversation about launching and scaling your business with progress over perfection. As we wrap up 2025 and head into 2026, this episode is packed with tactical strategies for entrepreneurs and female founders seeking to turn their business goals into reality without getting stuck in analysis paralysis.Carlyn Bushman is the founder of POP Academy (Progress Over Perfection), Arizona State University adjunct faculty professor, and a leader in the Entreprenista League. She specializes in helping startup to seven-figure businesses build solid foundations through systems, KPIs, and strategic execution. This conversation dives deep into what it really takes to launch a business the right way, how to set goals that actually get executed, and why knowing your numbers is non-negotiable for sustainable growth.From spreadsheets and financial planning to networking strategies and AI implementation, Carlyn shares the no-gatekeeping approach to business education that's helped countless women entrepreneurs move from dreaming to doing. We discuss the importance of live business education that adapts to market changes, how to break down big visions into micro-actions, and why community and accountability matter more than courses alone. You'll hear practical advice on time management for entrepreneurs, validating your business idea before launch, and thinking like a CEO instead of just an operator.This isn't just motivational content - it's real talk about execution, systems, and the daily habits that build profitable businesses. Whether you're planning to launch a business in 2026, scale your existing company, or finally get serious about your financials and KPIs, this episode gives you the roadmap and real strategies to make progress over perfection your business mantra.The "G" in BIGGIE stands for Grow - and growing your business requires both the dream-big mindset and the get-it-done action steps. Carlyn proves that you don't need everything perfect to launch - you just need to start, measure, and iterate with intention.Key Takeaways:Focus on 2-3 impactful goals for 2026 instead of overwhelming yourself with 20 resolutionsKnow your KPIs and financial numbers - you can't grow what you don't measureExecution beats inspiration every time - build systems and take micro-actions dailyFollow up and build genuine relationships - most entrepreneurs never do this consistentlyInvest in live business education that adapts to current market changes and AI trendsUse AI strategically to prioritize goals, plan your strategy, and accelerate business growthTreat yourself as the CEO, not just the operator of your businessCommunity and accountability are essential for long-term entrepreneurial successLaunch before you're ready and iterate based on real customer feedbackProgress over perfection is the mindset that actually builds successful businessesBusiness systems and processes are non-negotiable for scaling without burnoutTime management comes from breaking big dreams into actionable 30-60-90 day milestonesNetworking isn't transactional - it's relational and requires patience and genuine connectionRead Atomic Habits and apply micro-habit principles to your business strategyDon't gatekeep your knowledge - share what you learn and lift others as you riseConnect with Carlyn Bushman:@carlynbushmanconsultinghttps://carlynbushmanconsulting.com/StartUp and Stiletos PodcastEntreprenistaConnect with Us: 🎙 @neverstopdreamingbiggie 📱 @angelpholmes 🌐 sipindipity.com 📧 [email protected] More: 🌴 The Holmestead Bar & Retreat 👩‍💼 The Brighter Side Society https://sipindipity.com/neverstopdreamingbiggiemaster

  19. 44

    Island Dreams Continue: Discovering Bequia's Hidden Potential (Part 2)

    In Episode 42 of Never Stop Dreaming Biggie, Brian and I are back for PART 2 of our Caribbean adventure, and this time we're taking you to the stunning island of Bequia! After exploring Grenada's properties and finding some serious contenders in Part 1, we're heading to St. Vincent and Bequia to see if this hidden gem in the Grenadines could be THE location for The Holmestead Hideaway. If you thought Part 1 was exciting, buckle up - because Part 2 is where everything gets real, and some big decisions are about to be made.From the moment we step off the ferry onto Bequia's shores, something shifts. This episode takes you through our property tours in Bequia, the sailboat culture that defines this island, and the kind of community connections that make you fall in love with a place. We're comparing Grenada vs. Bequia side-by-side - the costs, the infrastructure, the community vibes, and what each location means for our three-year timeline to launch The Holmestead Hideaway. You'll hear Brian's honest take on both islands (spoiler: his opinion might surprise you!), the faith conversations that brought us clarity, and the practical next steps we're taking to turn this Caribbean dream into reality. Plus, we're revealing our decision process and sharing how YOU can be part of this journey.This isn't just about finding property - it's about finding where your business vision, your values, and God's plan intersect perfectly. Whether you're considering international expansion, dreaming about a retreat center of your own, or just ready to see what happens when ambitious women stop talking about their dreams and start actively pursuing them, this episode gives you the roadmap, the real talk, and the reminder that your biggest dreams deserve your biggest actions.The "I" in BIGGIE stands for Impact - and this Caribbean expansion is all about creating spaces where women can come together, dream bigger, and make real impact in their businesses and lives. Bequia showed us that sometimes the "backup option" becomes the primary choice when you actually show up and explore it.Key Takeaways:Visit your "second choice" location with an open mind - it might become your first choiceSmaller islands can offer bigger opportunities for authentic community integrationSailboat and yachting culture creates unique business opportunities in Caribbean tourismInfrastructure logistics matter: ferry schedules, airports, and supply chains affect operationsCost comparisons must include shipping, supplies, and long-term operational expensesCommunity acceptance is more valuable than the "perfect" property featuresYour business partner's perspective reveals blind spots in your visionFaith-led decisions still require concrete action steps and strategic planningDocument comparison factors: make lists, take photos, and evaluate objectivelyTrust your gut AND do thorough research - both are essential for major decisionsThe "best" location isn't always the most obvious or popular choiceThree-year timelines keep ambitious projects manageable and achievableIsland scouting teaches you about yourself, your priorities, and your non-negotiablesSometimes clarity comes from seeing both options in person, not just on paperHow you can support and be part of The Holmestead Hideaway journey from day oneConnect with Us: 🎙 @neverstopdreamingbiggie 📱 @angelpholmes 🌐 sipindipity.com 📧 [email protected] More: 🌴 The Holmestead Bar & Retreat 👩‍💼 The Brighter Side Societyhttps://sipindipity.com/neverstopdreamingbiggiemaster

  20. 43

    Island Dreams Begin: Scouting Caribbean Properties in Grenada (Part 1)

    In Episode 41 of Never Stop Dreaming Biggie, I'm joined by Brian (the Director of No Fun) as we take you with us to Grenada for the most exciting adventure yet - scouting properties for The Homestead Hideaway! This isn't your typical vacation episode. We're recording beachside with crashing waves and sailboats behind us while sharing the raw, real behind-the-scenes of what it takes to expand your business internationally. If you've ever dreamed of taking your business global, building a retreat space, or simply making a massive faith-led leap - this two-part series is for you.We walk you through three property tours with our amazing realtor Lucille from Century 21 Grenada (a future Brighter Side Society member!), share our near-miss car accident on narrow mountain roads, and reveal THE property that has us seriously considering making Grenada our home. You'll hear about meetings with government officials and attorneys, the reality of Caribbean tourism concerns due to Venezuela's proximity, and why we're committed to building with local contractors and community members. Plus, we're giving you the honest truth about costs, location factors, and what we're really looking for in our dream property.This is Part 1 of our Caribbean journey. We're comparing Grenada against St. Vincent and Bequia to find the perfect location for The Homestead Hideaway - our bar and retreat center launching in 2028. Whether you're thinking about international expansion, considering a major pivot, or just want to see what happens when you stop playing small and start building your biggest dreams, this episode shows you the practical steps, the scary moments, and the absolute faith required to make it happen. Part 2 drops next week with our Bequia visit and the BIG decision!Key Takeaways:International business expansion requires in-person scouting - virtual tours aren't enoughBuild relationships with local entrepreneurs and community leaders from day oneLocation matters: accessibility, tourism traffic, sailboat presence, and neighborhood developmentThree-year timelines keep major projects realistic and achievableConsider political and economic factors affecting regional tourism (like Venezuela proximity)Up-and-coming areas offer better value and growth potentialProperty must check multiple boxes: right amount of land, manageable slope, great locationConnect with locals and understand the community before committingTrust your vision but stay flexible - not every property will be perfectFaith and business work together when you surrender the outcome to God's planDocument your journey - your process inspires others to dream biggerMeeting potential neighbors shows you what's possible on similar landFactor in real costs: drinks, groceries, living expenses are often less than the USSafety and driving challenges are real (left-side driving is no joke!)Part 2 coming next week: St. Vincent, Bequia exploration, and our final decisionConnect with Us:🎙 @neverstopdreamingbiggie 📱 @angelpholmes 🌐 sipindipity.com 📧 [email protected] More:🌴 The Holmestead Bar & Retreat 👩‍💼 The Brighter Side Society

  21. 42

    From Breakdown to Breakthrough - How to Simplify Your Business When You're Ready to Quit

    In Episode 40 of Never Stop Dreaming Biggie, I'm sharing one of my most vulnerable moments - the day I sat in a parking lot ready to quit everything. The Brighter Side Society, this podcast, all of it. This raw, honest episode walks you through my breakdown, what my AI COO said that changed everything, and the Keep-Improve-Release framework that pulled me back from the edge. If you've ever felt overwhelmed by your own success, wondered if you're giving too much for too little return, or questioned whether to keep going - this episode is for you.I share my 2025 Victory Timeline (launching the Brighter Side, starting this podcast, becoming a Charleston Magazine top 50 influencer, one year depression-free, and more) to show you how to celebrate your wins even when you feel like you're failing. This episode reveals why over-giving was destroying my business, the trap of chasing clients 7-10 times before they join, and why I finally stopped. You'll also hear my Zyia activewear story - what happened when I quit right before my breakthrough - and why you're probably closer to success than you think when you want to give up.This isn't just another "hang in there" pep talk. It's a practical guide to ending your year with calm, clarity, and confidence instead of chaos. Plus, I'm asking for your help - I need feedback from listeners about what you want from this podcast moving forward.Key Takeaways:Track your Victory Timeline using phone photos and social media to remember your winsWhen overwhelmed, talk it out (even if it's with ChatGPT) to gain perspectiveKEEP only what's truly important and moves the needle this DecemberIMPROVE one major process or system that's draining your energyRELEASE everything you don't need to carry into 2026Stop chasing clients 7-10 times - let them come to you insteadOver-giving and over-delivering can destroy your businessThere's a difference between giving up (bad) and releasing (good)You're often right at the cusp of greatness when you want to quitFocus on calm, clarity, and confidence (not chaos) for the new yearConnect with Us:🎙 @neverstopdreamingbiggie 📱 @angelpholmes 🌐 sipindipity.com 📧 [email protected] More:🌴 The Holmestead Bar & Retreat 👩‍💼 The Brighter Side Society

  22. 41

    Turning Grief Into Purpose: How to Keep Dreaming When Life Falls Apart

    In Episode 29 of Never Stop Dreaming Biggie, I'm joined by Jill Forbes for one of the most powerful conversations we've had on this podcast. Jill is a missions leader, marriage ministry facilitator, business owner, and widow who's learning to dream again after the sudden loss of her husband Heath in May 2024. This raw, honest episode dives deep into how to keep building your dreams when life falls apart, why your circumstances don't disqualify you from your calling, and how to prepare for life's most unexpected moments.Jill shares her incredible journey from meeting Heath on a mission trip to building a 23-year marriage with a family mission statement that guided every decision, to standing on the front row of his funeral at age 43 with three kids still at home. Her transparency about the fear of dreaming without "bumpers" (Heath was her engineer dream-crusher who kept her grounded), continuing in SYMBIS marriage ministry as a widow, and developing curriculum to help others prepare for unexpected loss will challenge how you think about grief, purpose, and ministry qualification.This episode also reveals how Brian and I found SYMBIS marriage ministry after our own stories of divorce and remarriage, why getting your relationships right today matters more than you think, and the practical ways you can prepare—emotionally, relationally, and spiritually—for life's hardest moments. Whether you're walking through grief, feeling disqualified from your calling, or simply want to make sure you're prepared for whatever comes, this conversation offers both comfort and actionable wisdom.The "B" in Biggie stands for Believe - and this episode challenges us to believe not just in our own dreams, but to surrender to God's dreams for us, which are always bigger than what we can imagine for ourselves.Key Takeaways:Continue in your calling even when circumstances make you feel disqualifiedLearn to dream without "bumpers" while creating your own healthy parametersPrepare for unexpected loss practically, relationally, and spiritually nowMake sure your relationships are in the right place today (not when it's too late)Remember funerals are for the living - create space for healingDon't waste a season of pain - find the purpose God has in itSoldiers prepare in peace, not in war - get things in order before crisis hitsAsk: "If I lost my spouse tomorrow, what would they worry about most?"Forgive and release grudges for your benefit and abundanceDream God's dreams for kingdom purpose, not just personal successConnect with Us:🎙 @neverstopdreamingbiggie📱 @angelpholmes🌐 sipindipity.com📧 [email protected] More:🌴 The Holmestead Bar & Retreat👩‍💼 The Brighter Side Society🪓 Lumberjills Axe Throwing (Summerville, SC)⛪ SYMBIS Marriage Ministry - Seacoast Church

  23. 40

    How to Practice Gratitude as a Woman Entrepreneur | Thanksgiving Business Lessons

    Episode Summary:In Episode 38 of Never Stop Dreaming Biggie, I'm sharing powerful gratitude practices for entrepreneurs during this Thanksgiving week, plus featuring our Biggie Member of the Week: Chef Alexis Mungin! This special episode dives deep into how gratitude becomes the difference between a happy entrepreneur and one struggling with comparison and overwhelm, while celebrating an incredible woman who's built a thriving catering business through faith and divine provision.I'm sharing practical gratitude habits that successful entrepreneurs use daily - from keeping a gratitude journal and reaching out to one person each day with appreciation, to the "treasure vs. trash" framework that helps you find the good in every situation. Plus, hear Alexis's jaw-dropping story of going from a food critic at age 4 (who almost chose her cheese grits over her family in a house fire!) to feeding the wealthiest people in South Carolina without ever attending culinary school. Her journey proves that when you trust God's calling and use your natural gifts, miracles, works, and wonders follow.Whether you're struggling with comparison, feeling isolated in your entrepreneurial journey, or wondering how to maintain gratitude when building a business, this conversation offers both inspiration and actionable strategies. Alexis also shares about launching her new podcast "By the Grace of Grits" and her vision to become the Oprah-meets-Martha of the food world, creating platforms that bring people together through food, storytelling, and community.The "G" in Biggie stands for Give - and this episode is all about gratitude as a giving practice, finding ways to serve others monthly for perspective, and how giving back keeps us grounded in what truly matters while building our dreams.Key Takeaways:Write down daily gratitude to remember the good (we forget blessings but remember struggles)Reach out to one person daily expressing appreciation or checking in on themUse the "treasure vs. trash" framework to find the good in every situationServe others at least once monthly to gain perspective on your blessingsPractice forgiveness to release yourself (not the other person) for abundanceRecognize divine provision and "God moments" in your entrepreneurial journeyTrust your natural gifts and calling that were planted in childhoodBuild business relationships through food, gathering, and shared experiencesAvoid isolation and comparison - they kill entrepreneurial joy and energyFind peace with everyone even if you're not friends (release the grudge for you)Connect with Us:🎙 @neverstopdreamingbiggie📱 @angelpholmes🌐 sipindipity.com📧 [email protected] More:🌴 The Holmestead Bar & Retreat👩‍💼 The Brighter Side Society🎙 By the Grace of Grits Podcast (Alexis Mungin)📱 Connect with Alexis Mungin on Facebook

  24. 39

    Creating a Mission-Driven Business: The Holmestead Angels Nonprofit Launch

    Episode Summary: In Episode 37 of Never Stop Dreaming Biggie, I'm joined by my husband Brian for our monthly Holmestead Chronicles update. This special road trip edition from Clemson, South Carolina dives deep into creating a mission-driven business, launching our nonprofit organization (The Holmestead Angels), and the power of gratitude in entrepreneurship.We're sharing exciting updates about our upcoming Caribbean research trip where we'll be meeting with realtors, government officials, and potential partners to finalize details for The Holmestead Bar & Retreat. From God moments at a college football game to discussing our social impact business model focused on disaster relief and community support, this episode is packed with real talk about building a purpose-driven business while balancing family, careers, and big dreams.Whether you're an entrepreneur looking to create social impact, exploring nonprofit business models, or wondering how to turn your mission into reality while maintaining gratitude through the journey, this conversation offers both inspiration and practical insights into what it really takes to build something meaningful.The "G" in Biggie stands for Give - and this episode is all about creating a business model that allows us to give back, support disaster relief efforts, and build a retreat center that will change lives while blessing others the way we've been blessed.Key Takeaways:Discover how to structure a nonprofit alongside a for-profit business ventureLearn about launching The Holmestead Angels nonprofit with multiple partnership levelsUnderstand the importance of gratitude in entrepreneurship, especially during challenging yearsExplore how to conduct research trips when planning international business venturesIdentify opportunities for social impact through disaster relief partnershipsPractice celebrating victories and overcoming challenges through mastermind retreatsBuild a mission-driven business that supports causes like World Central KitchenNavigate work-life balance as entrepreneur couples building businesses togetherCreate tax-deductible giving opportunities for business partners and supportersDevelop a long-term vision for retirement and legacy through purpose-driven workConnect with Us:🎙 @neverstopdreamingbiggie📱 @angelpholmes🌐 sipindipity.com📧 [email protected] More:🌴 The Holmestead Bar & Retreat - thehomesteadangels.org👩‍💼 The Brighter Side Society💝 Become a Holmestead Angel Partner

  25. 38

    From People Pleaser to Profitable: Valuing Your Work as an Entrepreneur

    Episode SummaryIn this raw and vulnerable solo episode, Angel Holmes gets brutally honest about over-giving, undercharging, and the trauma responses that keep ambitious women from charging what they're worth. After multiple conversations about this topic and an emotional discussion with husband Brian, Angel knew it was time to address the pattern that cost her $100,000 and led to bankruptcy—and why she's done playing small. From the BevCon conference disaster to underpricing her recent retreat, Angel shares the hard lessons about how over-giving stems from childhood trauma and the belief that you have to give everything away to be loved. She declares 2025 the year of Angel 2.0: no more free events, no more devaluing her 30 years of expertise, and no more guilt about charging what she's worth. The episode also features Biggie Member of the Week Kimberly Sundt, whose eclectic career spans hospitality, interior design, event production, and now helping women take transformative solo personal retreats through her Permission to Pause Collection. Kimberly shares her journey from working with Atlanta Homes & Lifestyles Magazine on massive designer show houses to launching her retreat business in March 2020 (talk about timing!). Together, Angel and Kimberly discuss why getting quiet is essential for hearing your own wisdom, the importance of community even for seasoned entrepreneurs, and why charging your worth isn't selfish—it's necessary for making the impact you're called to make.CONNECT WITH US:Instagram: @neverstopdreamingbiggie @thebrightersidesociety and @angelpholmesLearn more at https://sipindipity.com/neverstopdreamingbiggiemasterThe Brighter Side Society: https://sipindipity.com/brightersideThe Holmestead Bar & Retreat: https://theholmesteadbar.com/CONNECT WITH THE GUEST:🌟 Kimberly Sundt - Permission to Pause Collection, Solo Retreat DIY Kits, and Luxury Gift Boxes: https://thepermissiontopausecollection.com/permission-to-pause-current-collection📍 Based in Beaufort, SCKey Takeaways:Over-giving is often rooted in childhood trauma and seeking validation through excessive givingAngel's BevCon conference lost $100,000 over multiple years because she gave away too muchFiling for bankruptcy was a hard lesson in valuing your own servicesCOVID rebuild made Angel fall back into old patterns of undercharging and over-givingThe recent retreat pricing mistake: charging too little led to losing money despite selling outPeople who want transformation badly enough will invest in it—if they don't, they're not your ideal clientYou need money to make the impact you're called to make; you can't serve from depletionAngel's declaration: No more free events, no more giving away expertise, prices are going up in 2025The Brighter Side Society is launching a full productivity and systems program in 2026Kimberly Sundt's background: journalism, political science, event planning, hospitality, interior design consultingSolo personal retreats help women get quiet enough to hear their own best answersPermission to Pause Collection: seasonal luxury gift boxes combining self-care with home décorGetting out of your everyday surroundings creates essential perspective shiftsCommunity is crucial even for experienced entrepreneurs—it sparks ideas and accountabilityKimberly's biggie dream: Taking the Permission to Pause lifestyle global with friends in multiple countriesBusiness offsite retreats (12 people or fewer) can have great ROI when done intentionallyThe "G" in Biggie stands for Give—but you must give to yourself first before pouring out to othersHave ideas, questions, or comments? Email us at [email protected]

  26. 37

    Live from the Green Room: When Community Comes Alive

    SummaryIn this special BONUS episode "Live from the Green Room: When Community Comes Alive," Angel Holmes takes you behind the scenes immediately after an incredible Brighter Side Society Sip & Strategize event at Starlight Motor Inn in Park Circle. Recorded live from the venue's green room, Angel brings together special guests Angela Michelle (singer and social media maven), Coach Dia (fitness instructor and line dancing leader), friend Colleen, and husband Brian for raw, unfiltered reflections on what just happened. From line dancing that got everyone moving to a powerful prayer circle with the band, this episode captures the authentic magic that occurs when ambitious women gather without the "stuffy networking" vibe. Angela shares her dreams of performing while building Magnolia South Creative, Coach Dia reveals her vision of teaching fitness around the world, and Brian offers his unique perspective as "the only guy there" on how women create community differently. The conversation celebrates breaking down walls, showing up even when you don't know anyone, and the power of creating spaces where women can be their authentic selves while building real business relationships. This bonus episode proves that community isn't just about networking—it's about connection, celebration, and making every day "the best day ever."FOLLOW US:Instagram: @neverstopdreamingbiggie and @angelpholmesLearn more at https://sipindipity.com/neverstopdreamingbiggieThe Brighter Side Society: https://sipindipity.com/brightersideThe Holmestead Bar & Retreat: https://neverstopdreamingbiggie.com/the-holmestead-bar-retreatCONNECT WITH THE GUESTS:📱 Angela Michelle - Magnolia South Creative 💪 Coach Dia - Nadia Loren Special Shoutouts:🎸 Bill and his band at Starlight Motor Inn🌟 Megan Deschaine - Event host extraordinaire🏨 Starlight Motor Inn Pool House - Park Circle, CharlestonTakeawaysReal community happens when you remove the "stuffy networking" environmentLine dancing and movement break down walls faster than traditional networkingAngela Michelle combines voice performance talent with social media expertise at Magnolia South CreativeCoach Dia's biggie dream: traveling the world teaching fitness and line dancingShowing up to events where you don't know anyone takes courage—but leads to transformationWomen create deeper connections through celebration and authentic interactionThe Brighter Side Society focuses on real relationships, not surface-level networkingPrayer and spirituality can be part of business gatherings in powerful waysBrian's perspective: women have way more fun than men when they gather togetherCommunity requires people like Colleen who welcome strangers and make connectionsMaking every day "the best day ever" is a choice and a practiceYour tribe is waiting—you just have to show upChapters00:00 Welcome from the Green Room01:15 Tonight Was AMAZING - Event Debrief02:30 Meet Angela Michelle - Multi-Talented Creative05:45 Angela's Stormy Monday Performance07:20 Meet Coach Dia - Line Dancing Queen10:35 The Power of Movement to Connect12:50 Colleen's Perspective as the Greeter15:20 Brian's Take: The Only Guy There17:40 Bringing Strangers Together19:25 What's Your Biggie Dream?21:30 Why This Event Was Different23:15 Closing & Shoutouts to Starlight Motor InnHave ideas, questions, or comments? Email us at [email protected].

  27. 36

    Two Directors, 20 Years: Angel Holmes & Alyssa Smith on Charleston Wine & Food's Legacy

    SummaryIn this incredibly special Episode 34, Angel Holmes sits down with Alyssa Smith, Executive Director of the Charleston Wine and Food Festival, for a full-circle conversation celebrating 20 years of Charleston's premier culinary event. This episode is a masterclass in manifestation, values-driven leadership, and community impact as the festival's founder and current director share their unique perspectives on building a legacy brand. Alyssa reveals how she manifested her dream job by writing "Charleston Wine and Food" on a vision board, then boldly reaching out for a coffee meeting with the marketing director—proving that vision boards work when combined with action. Angel shares vulnerable stories from the festival's early days running operations from her house with a team of volunteers, while Alyssa discusses how she's expanded the festival's mission to serve 1,200 high school students across Charleston and Dorchester counties with culinary education, mentorships, and externships alongside James Beard award-winning chefs. They discuss what makes Charleston Wine and Food different from other festivals: year-round community impact, authentic local storytelling, and a commitment to giving back that extends far beyond the five-day event. With tickets launching this week and the 20th anniversary celebration approaching in March 2026, this episode offers insider tips for festival-goers, inspiration for aspiring entrepreneurs, and proof that dreams really do become reality when you stay true to your values and your community.The "B" in Biggie stands for Believe—and this episode is all about believing in your vision even when it seems impossible, then taking bold action to make it happen.Key Takeaways:Write your dream job or dream client on a vision board, then take bold action to pursue itDon't be afraid to reach out to people you admire—coffee meetings change lives and careersValues-driven leadership attracts aligned opportunities and creates authentic connectionsCharleston Wine and Food now impacts 1,200 students through culinary education programs in 10 schoolsHigh school students learn from James Beard award-winning chefs and participate in festival externshipsCommunity-focused businesses create ripple effects far beyond their core missionMost events don't give back year-round—Charleston Wine and Food supports scholarships, mentorships, and disaster reliefFestival tickets (especially seated restaurant experiences) sell out quickly—be online at 11 AM launch timeUse the new "favoriting" feature on charlestonwineandfood.com to plan your perfect festival weekendOpening Night and the Finale (featuring next-wave Charleston talent) are must-attend 20th anniversary eventsLocal roots and authentic storytelling are what make Charleston's culinary scene nationally recognizedThe festival is a microcosm of career opportunities: culinary, events, marketing, hospitality, design, and operationsSupporting through tickets, volunteering, or donations funds year-round educational initiatives20 years of success proves that community-focused dreams become reality with persistence and heartConnect with Us:🎙 @neverstopdreamingbiggie📱 @angelpholmes🌐 sipindipity.com📧 [email protected]://sipindipity.com/neverstopdreamingbiggiemasterLearn More:🍷 Charleston Wine and Food Festival: charlestonwineandfood.com (Tickets launch Thursday, October 23 at 11 AM!) and follow on https://www.instagram.com/chswineandfood/🌴 The Holmestead Bar & Retreat (Special appearance at Charleston Wine and Food 2026!)👩‍💼 The Brighter Side Society

  28. 35

    The Energy Advantage: Stop Managing Time and Start Mastering Your Power Hours

    SummaryIn this transformative solo Episode 33, Angel Holmes tackles a problem every ambitious woman faces: you're organized, your calendar is blocked, your to-do list is perfect—but by 10 AM you're scattered, by 2 PM you're overwhelmed, and by evening you're completely done. Angel reveals why traditional time management systems fail and introduces her game-changing three-step framework for achieving energized success instead of burnout. Drawing from her personal experience running the Charleston Wine and Food Festival (20,000 attendees, 150+ events!) and her COVID business pivot, Angel shares vulnerable stories about isolation, depletion, and the turning point when she discovered energy alignment. She explains why cookie-cutter productivity systems don't work for different brain types, schedules, and life circumstances—and why you're not broken, your system just isn't designed for YOUR energy patterns. Angel walks through her daily structure from morning centering to high-energy creative blocks to evening admin time, proving that working with your natural rhythms changes everything.The "E" in Biggie stands for Elevate—and this episode is all about elevating your success by mastering your energy, not just your time.Key Takeaways:Organization and time management alone won't solve your overwhelm—you need energy alignmentCookie-cutter systems don't work because we all have different work styles, schedules, and energy levelsSchedule high-energy tasks during your peak hours and save mindless work for low-energy timesIsolation and depletion are the hidden killers of entrepreneurial successYou're not broken—your system just isn't designed for your energy patternsThe three pillars of energized success: Energy Alignment + Accountability + TribeDifferent brains need different systems: ADHD, creative types, early birds, and night owls all require unique approachesAngel's daily flow: morning centering (prayer/devotionals/workout) → high-energy creative work → afternoon people time → evening admin tasksSuccess without community support leads to burnout even with perfect planningWorking in isolation kills your energy even when you're technically "productive"Access Angel's free "From Overwhelm to Organized Success" webinar for the complete frameworkConnect with Us:🎙 @neverstopdreamingbiggie📱 @angelpholmes🌐 sipindipity.com📧 [email protected] More:🌴 The Holmestead Bar & Retreat👩‍💼 The Brighter Side Society🎁 Free Webinar: From Overwhelm to Organized Success at https://sipindipity.myflodesk.com/energizedsuccess

  29. 34

    Birthday Cheers to the Director of No Fun: Craft Cocktails & Caribbean Bar Updates

    SummaryIn this special birthday edition of Never Stop Dreaming Biggie, "Birthday Cheers to the Director of No Fun: Craft Cocktails & Caribbean Bar Updates," Angel Holmes celebrates her husband Brian's 32nd birthday by mixing up two incredible craft cocktails destined for The Holmestead Bar menu. Brian (affectionately known as "The Director of No Fun") shares his perfected Cheerwine Old Fashioned recipe complete with homemade Cheerwine syrup and budget-friendly Kirkland bourbon, while Angel whips up a refreshing Gin Fizz that proves gin lovers have all the fun. But this isn't just a cocktail tutorial—it's a raw, behind-the-scenes look at building a dream business while navigating the complexities of launching a Caribbean bar with a giving mission. Angel opens up about their December plans to visit the islands and finally choose their location, the surprisingly difficult journey of setting up a specialized nonprofit for disaster relief, and shares her powerful Hurricane Hugo survival story that shaped her lifelong commitment to helping people who lose everything. From the emotional tale of her Justin Bieber dress (complete with bike accident, broken shoulder, and Brian's romantic rescue) to discovering memorabilia that might hang on the bar walls, this episode is packed with laughter, love, and practical lessons about balancing dreams with real life. Whether you're following along with their entrepreneurial journey, looking to learn bartending basics, or just need inspiration that dreams really do become reality with consistent action, this episode reminds you that building something meaningful is messy, beautiful, and always worth celebrating.FOLLOW US:Instagram: @neverstopdreamingbiggie and @angelpholmes and @brightersidesocietyLearn more at https://neverstopdreamingbiggie.comFollow us at https://www.instagram.com/neverstopdreamingbiggie/Join The Brighter Side Society at https://sipindipity.com/brighter-sideLearn more about The Holmestead at https://sipindipity.comTakeawaysThe secret to a perfect Old Fashioned: use a single large ice block, not ice chips or cubesCheerwine syrup (made with boiled Cheerwine and brown sugar) creates a unique Southern twist on classic cocktailsKirkland bourbon from Costco is an excellent budget-friendly option for craft cocktails at $25/bottleA classic Gin Fizz requires gin, fresh lemon juice, simple syrup, orange bitters, and soda waterThe Holmestead Bar will celebrate birthdays with special cocktails and personalized musicDecember 2025 is the target for their final Caribbean island selection visitSetting up a specialized nonprofit for international disaster relief requires finding the right attorney—and they're harder to find than expectedHurricane Hugo (September 21, 1989) shaped Angel's lifelong commitment to disaster relief workPersonal survival stories and authentic vulnerability are what make business missions meaningfulThe Holmestead will have two main pillars: disaster relief and supporting the local island communityFriends of the Homestead program will offer partnership opportunities, perks, and potential stays at the barWork-life balance matters even when building your dream—Brian's goal at 32 is achieving better balance after 27 years at Santee CooperPop-up bar events in Charleston are planned before the Caribbean launch to practice bartending skillsMemorabilia and personal stories (like Angel's "Kiss It" license plate and Hurricane Hugo scrapbook) will be incorporated into the bar designBuilding a business with your spouse requires celebrating small wins—like finally perfecting that Old Fashioned recipeSometimes the holding patterns in business (waiting for the right attorney, timing island visits) are necessary for doing things rightChapters00:00 Birthday Party Intro & Welcome to Episode 3202:30 Brian's Cheerwine Old Fashioned Tutorial08:45 Angel's Gin Fizz Recipe & Cocktail Shaking Tips14:20 The Holmestead Update: Island Visit Plans for December18:35 Nonprofit Setup & Finding the Right Attorney22:10 Angel's Hurricane Hugo Survival Story & Photos30:45 The Justin Bieber Dress Story (& Brian's Rescue Romance)36:20 Fun Bar Memorabilia: License Plates, Photos & Memories42:15 Wedding Photos & Mr. B's Reception Memories46:30 Friends of the Homestead Program Announcement50:25 Brian's Birthday Reflections: Work-Life Balance at 3254:40 Pop-Up Bar Plans & What's Next for The Holmestead58:15 Hurricane Season Safety & Closing ThoughtsHave ideas, questions, or comments? Email us at [email protected].

  30. 33

    How to Network Authentically Without Feeling Sleazy: 5 Ways to Build Real Connections

    SummaryIn this solo episode "How to Network Authentically Without Feeling Sleazy," Angel Holmes tackles the dreaded "N" word—networking—and transforms it from something that makes you want to hide under a blanket into an opportunity for genuine connection and community building. Angel gets real about why traditional networking feels so icky and transactional, sharing her personal framework for building authentic relationships that actually grow your business without the sleaze factor. From asking better questions to leading with value instead of needs, Angel breaks down five practical ways to connect with people that align with the "Give" and "Impact" principles of the BIGGIE framework. She shares stories from Like Minded Charleston and The Brighter Side Society, revealing how focusing on quality over quantity and showing up as your authentic self attracts your tribe. Whether you're an introvert who breaks out in a cold sweat at networking events or you're just tired of collecting business cards that go nowhere, this episode gives you permission to network differently—by actually caring about people and building real connections. Angel proves that when you stop treating networking as transactional and start treating it as an opportunity to serve, connect, and show up authentically, you create a community that lifts everyone up.FOLLOW US:Instagram: @neverstopdreamingbiggie and @angelpholmes and @brightersidesocietyLearn more at https://neverstopdreamingbiggie.comFollow us at https://www.instagram.com/neverstopdreamingbiggie/Join The Brighter Side Society at https://sipindipity.com/brighter-sideLearn more about Like Minded Charleston at https://sipindipity.comTakeawaysTraditional networking has become transactional and sleazy—it's time to do it differentlyNetworking should be about connecting and caring, not collecting business cardsThe 70/30 rule: Spend 70% of your time listening and asking questions, only 30% talking about yourselfAsk better questions like "What's lighting you up in your business right now?" instead of leading with your elevator pitchLead with value by being a resource—share introductions, insights, and helpful informationFollow up with intention, not automation—reference specific conversation details in your messagesFocus on 3-5 quality connections per event instead of trying to meet everyoneChoose networking events strategically based on alignment with your values and goalsAuthenticity attracts your tribe—share your real story, including the messy partsPeople remember how you make them feel, not what you do (Maya Angelou)Being vulnerable about your journey (like Angel's openness about her three marriages) attracts the right peopleSet clear goals before attending events to avoid burnoutThe "Give" and "Impact" letters in BIGGIE make networking feel like community building instead of sleazy sellingEnergy vampires and people who don't align with your values should be politely avoidedQuality relationships take time—often seven touchpoints before real connection happensBeing genuinely yourself is the most powerful networking tool you haveChapters00:00 Welcome to October & The Networking Problem02:45 Why "Networking" Makes You Want to Hide05:20 Connection vs. Transaction: A Member's Story08:15 Way #1: Start with Curiosity, Not Your Elevator Pitch13:40 Way #2: Lead with Value, Not Needs18:25 Way #3: Follow Up with Intention, Not Automation23:10 Way #4: Quality Over Quantity - Build Your Inner Circle28:50 Way #5: Be Genuinely Yourself - Authenticity Attracts34:15 How to Choose the Right Networking Events39:00 Setting Goals and Intentions42:30 Maya Angelou and Making People Feel Valued45:20 Recap: The Five Ways to Network Without Being Sleazy48:15 The Brighter Side Society & Like Minded Charleston50:40 Closing: Plant Seeds of Genuine ConnectionHave ideas, questions, or comments? Email us at [email protected].

  31. 32

    Building Your Entrepreneurial Inner Circle: The 11 People Every Business Owner Needs

    In this milestone 30th episode, Angel Holmes reveals the game-changing strategy every successful entrepreneur needs: building your inner circle. Featuring an inspiring conversation with Dr. Jessica Emery of The Happy CEO, this episode dives deep into why surrounding yourself with the right people is the secret to breaking through limiting beliefs and scaling your business.Angel shares her framework of 11 essential roles every entrepreneur needs in their inner circle, from intercessors and listeners to defenders and celebrators. She also discusses the importance of letting go of energy-draining relationships and provides practical steps for curating your success circle intentionally.Dr. Jessica Emery shares her remarkable journey from practicing dentistry in Chicago to following a dream that led her to Charleston, where she now runs multiple seven-figure businesses and helps female entrepreneurs break through invisible income ceilings. Her story demonstrates the power of trusting intuition and taking aligned action.Key Takeaways:• The 11 essential roles for your entrepreneurial inner circle and how to identify people for each• Why you become the sum of the five people you hang out with most• How to recognize and remove relationships that drain your energy and limit your success• Dr. Jessica's framework for breaking through invisible business thresholds• The importance of accountability partners and structured business communities• How to balance masculine and feminine energy in business building• Why community over competition creates exponential growth• Strategies for finding mentors ahead of you and people to pour into behind youConnect with Us:Instagram: @neverstopdreamingbiggie and @angelpholmesWebsite: sipindipity.comEmail: [email protected] More:The Brighter Side SocietyThe Holmestead Bar & RetreatConnect with Jessica:Instagram: @drjessicaemeryThe Happy CEO communitySUBSCRIBE & SHARE: If this episode resonated with you, please subscribe, leave a review, and share it with a fellow entrepreneur who needs to build their success circle. Your support helps us reach more women ready to stop going it alone and start building with community.

  32. 31

    Faith, Family & Friends: Building Something Bigger Than Ourselves

    SummaryIn Episode 29 of Never Stop Dreaming BIGGIE, Brian and I are back with a raw, honest update on The Homestead Bar & Retreat project - and let me tell you, we're building something way bigger than just a Caribbean bar. I'm sharing how we've assembled an incredible advisory board, why we're choosing "friends" over traditional partners, and the real numbers behind our $12 million vision that's going to change lives through disaster relief and community impact. This episode dives deep into the "B" in BIGGIE - Believe - because here's the truth: when God gives you a vision this big, you need prayer warriors, family support, and a community that believes in impossible dreams. Whether you're building something meaningful or need encouragement to keep going when the vision feels overwhelming, this one's for your heart.Learn more at https://neverstopdreamingbiggie.com/dreaming-bigFollow us at https://www.instagram.com/neverstopdreamingbiggie/Learn more about The Homestead Bar at https://thehomesteadbar.comTakeawaysHow The Brighter Side Society members automatically become Friends of the HomesteadWhy choosing friends over partners creates less pressure and more fun in businessThe power of building with a giving-back model from day oneAngel's approach to staying "under the radar" while helping thousandsHow to handle family tragedy while pursuing big business goalsThe importance of prayer and faith when building something bigger than yourselfWhy limiting partnerships but expanding friendships builds better communityHow to get family alignment when pursuing generational wealth projectsThe value of rock-star advisors who fill in your knowledge gapsBuilding anticipation for big announcements (March 2026 Charleston Wine & Food Festival)Creating tax-beneficial giving opportunities through business structureWhy authentic community beats celebrity status every timeChapters00:00 Welcome Back and Podcast Growth Update05:30 Life Updates: Loss, College Kids and Staying Present12:45 The Homestead Project: Island Selection and Advisory Board18:20 Friends of the Homestead Program Revealed25:10 Family Involvement and March 2026 Announcement Plans31:40 The Giving Model: Disaster Relief and Community Impact38:15 Building with Faith: Prayer Warriors Needed42:30 Vision for Creating Life-Changing ExperiencesHave ideas, questions, or comments? Email us at [email protected].

  33. 30

    What No One Tells You About Working From Home as an Entrepreneur

    SummaryIn Episode 28 of Never Stop Dreaming BIGGIE, I'm breaking down what nobody actually tells you about working from home as an entrepreneur - and trust me, it's not all pajamas and flexibility like everyone thinks. I'm sharing my real systems for managing multiple businesses from my home office, why I wake up at 6 AM every day (yes, even on weekends), and how I turned my daughter's old bedroom into a command center complete with motivational clouds on the ceiling. This episode dives deep into the "I" in BIGGIE - Impact - because here's the truth: your kitchen table office can create just as much change in the world as any corner office, but only if you set it up right. Whether you're drowning in work-from-home chaos or thinking about making the leap from corporate, this one's for you.Get your free Ultimate Guide for Female Founders (national)Get your free Charleston Guide for Female FoundersLearn more at https://neverstopdreamingbiggie.com/dreaming-bigfollow us at https://www.instagram.com/neverstopdreamingbiggie/Learn more about The Holmestead Bar at https://neverstopdreamingbiggie.com/the-holmestead-bar-retreatTakeawaysWorking from home requires MORE structure, not less - Angel's daily time-blocking systemEnergy management beats time management every single timeWhy your workspace aesthetics actually matter for productivity and mental healthThe three-color door system for managing family boundaries when working from homeHow to combat isolation without spending money at coffee shops every dayAngel's email organization system using folders for each businessWhy taking a full day off each week will make you more productiveThe importance of finding your community - online and offline optionsSystems and AI tools that can automate your business processesMental health strategies for solo entrepreneurs feeling overwhelmedHow lower overhead becomes a competitive advantage when used strategicallyThe psychology behind making your workspace truly YOURSChapters00:00 Introduction and Recent Personal Challenges05:30 The Reality Check: What They Don't Tell You About Working From Home12:45 Angel's Time-Blocking System Breakdown18:20 Creating Your Command Center: Making Your Workspace Yours25:10 Organization Systems That Scale Your Business31:40 Building Community and Combating Isolation38:15 Mental Health and Boundary Setting for Solo Entrepreneurs42:30 Systems That Scale Your Impact46:00 The Clouds Reveal: Book Project TeaserHave ideas, questions, or comments? Email us at [email protected].

  34. 29

    What Are You Waiting For? Stop Making Excuses and Start Your Dream

    In this deeply personal and powerful solo episode 2, Angel Holmes delivers a raw, authentic message about stepping off the sidelines of your own life. Through vulnerable storytelling and practical wisdom, Angel challenges listeners to stop waiting for the "perfect time" and start believing in their vision today.This episode dives deep into the barriers that keep us stuck - from the course completion trap to perfectionism disguised as preparation. Angel shares why you already know enough to begin (the 20/80 rule), how to break free from building someone else's dream, and the importance of courage in building unshakeable belief.The "B" in BIGGIE stands for Believe - and Angel demonstrates this principle by showing up authentically during a challenging personal moment, proving that we don't need to wait until we feel ready to take meaningful action.Key Takeaways:• Recognize when you're being a spectator instead of a participant in your own life• Understand that you already have 20% of the knowledge needed to start• Accept that perfect timing doesn't exist - there's only now or never• Realize every day building someone else's dream delays building your own• Believe in your vision even when others don't see it yet• Start before you feel ready - readiness is a moving target• Choose progress over perfection every single time• Make time instead of waiting to have time• Build belief through action, not through waiting• Stop asking "what if I fail?" and start asking "what if I succeed?"Connect with Us:🎙 @neverstopdreamingbiggie📱 @angelpholmes 🌐 sipindipity.com 📧 [email protected] More:🌴 The Holmestead Bar & Retreat 👩‍💼 The Brighter Side SocietySpecial Offer: Free $200 Canva Content Guide mentioned in this episode - reach out to Angel directly!FOLLOW US:Instagram: @neverstopdreamingbiggie and @angelpholmesLearn more at https://neverstopdreamingbiggie.comFollow us at https://www.instagram.com/neverstopdreamingbiggie/Learn more about The Holmestead Bar at https://theholmesteadbar.comHave ideas, questions, or comments? Email us at [email protected].

  35. 28

    Turning Your Healing Journey Into Your Life's Work with Dr. Kate Glebocki

    SummaryIn "Turning Your Healing Journey Into Your Life's Work with Dr. Kate Glebocki," Angel Holmes sits down with the founder of Ivy Energetic Studios to explore how a devastating mold exposure health crisis became the catalyst for building Charleston's most unique healing practice. Dr. Kate shares her journey from getting severely ill in New Jersey after Hurricane Sandy to discovering chiropractic philosophy and Network Spinal care, which not only healed her body but revealed her life's calling. The conversation dives deep into how entrepreneurs can optimize their nervous systems for better decision-making, the science behind coherent energy fields, and why investing in your energetic health is crucial for business success. Dr. Kate reveals her ambitious vision for a revolutionary co-working space that combines healing work with entrepreneurial energy, discusses her studies with renowned teachers like Joe Dispenza and Dr. Donnie Epstein, and shares practical advice about hiring support and releasing control. This episode demonstrates how our greatest challenges often become our greatest gifts when we're willing to transform pain into purpose.FOLLOW US:Instagram: @neverstopdreamingbiggie and @angelpholmesWebsite: https://neverstopdreamingbiggie.comConnect with Dr. Kate at Ivy Energetic Studios in Mount Pleasant, SCThe Brighter Side Society: https://sipindipity.comTakeawaysHealth crises can become the foundation for your life's most meaningful workNetwork Spinal care helps entrepreneurs make clearer, more aligned business decisionsYour nervous system health directly impacts your business success and energy levelsCoherent energy fields in workspaces can enhance creativity and productivityInvesting in yourself and your energy is the best business investment you can makeHiring support early in your business journey accelerates growth and reduces overwhelmCommunity-centered healing events create powerful transformation for groupsStudying with mentors and traveling for learning pays dividends in your practiceBig visions require releasing attachment to specific outcomes while maintaining clear intentionEnergy work and practical business strategy complement each other perfectlyChapters00:00 Introduction and Mount Pleasant Memories02:30 From Mold Exposure to Life-Changing Illness07:20 Discovering Chiropractic Philosophy and Network Spinal Care12:10 Building Ivy Energetic Studios in Charleston15:25 The Healing of 100 Community Events Explained18:40 Learning from Joe Dispenza and Energy Masters21:15 Why Beyonce Inspires Business Energy24:30 The BIGGIE Vision: Revolutionary Co-Working Space28:45 Overcoming Guilt About Hiring Team Support31:20 Personal Branding and Future Expansion Plans34:10 Daily Practices for Entrepreneurial Success36:45 Creating Community Through Authentic Connection40:15 Final Wisdom for Ambitious WomenHave ideas, questions, or comments? Email us at [email protected].

  36. 27

    "When Life Gets Hard: Real Talk About Mental Health for Entrepreneurs"

    Episode Summary: In Episode 25 of Never Stop Dreaming Biggie, Angel Holmes gets vulnerably honest about navigating mental health challenges while running a business. This raw and authentic solo episode tackles the reality that entrepreneurs face when life gets overwhelming, personal struggles interfere with business goals, and the pressure to "stay strong" becomes unbearable.Angel opens up about currently going through one of the hardest seasons of her life—dealing with private family matters she can't fully share, sending her youngest son off to college, and feeling emotionally and mentally drained despite business success. She candidly discusses her history with depression since college, the importance of protecting your mental health, and why it's crucial to ask for help when you need it.The episode also features Angel's heartfelt Angel Boxes project—care packages she creates and sends to people going through difficult times. Born from her own experience receiving unexpected kindness during a dark period, these boxes contain uplifting books, candles, journals, and encouraging notes. Angel shares how giving back has become part of her healing process and invites listeners to either nominate someone or donate to help send more boxes to those who need encouragement.Whether you're struggling with depression, feeling isolated in your entrepreneurial journey, dealing with overwhelming circumstances, or simply need to hear that you're not alone, this episode offers both vulnerability and hope for anyone walking through difficult seasons.Key Takeaways:It's okay to not be okay—even successful entrepreneurs struggle with mental healthProtect your energy when you can't control external circumstances affecting your lifeDepression and anxiety don't disqualify you from building meaningful businessesAsking for help is a sign of strength, not weakness or failureKindness has the power to change someone's entire day or seasonYour brain wants to keep you safe but sometimes needs training and careCommunity support is essential during difficult times—don't isolate yourselfSmall acts of giving back can become powerful sources of healingTaking care of your mental health requires intentional daily practicesBeing vulnerable in leadership creates deeper connections with your communityConnect with Us: 🎙 @neverstopdreamingbiggie 📱 @angelpholmes @thebrightersidesociety 🌐 sipindipity.com 📧 [email protected] More: 🌴 The Holmestead Bar & Retreat 👩‍💼 The Brighter Side Society 💝 Angel Boxes Project - Donate or nominate someone at sipindipity.com 🧘‍♀️ Divine Collaboration Panel - August 21st at IVY Energetic StudiosHave someone who needs an Angel Box or want to share your own mental health journey? Email us at [email protected].

  37. 26

    "Biggie Dreams, Soul Assignment: Moving Beyond Achievement to Your True Calling"

    Episode Summary: In Episode 24 of Never Stop Dreaming Biggie, Angel Holmes goes deep into the difference between chasing achievements and discovering your soul's true assignment. This transformational solo episode explores how to move beyond building businesses for accolades to understanding the deeper work your soul came here to do.Angel shares her personal journey from 25 years of achievement-focused living to discovering her God-given assignment after losing everything during COVID. She introduces the Sacred Scar Framework—how your deepest wounds often become your greatest source of wisdom and point to your true calling. Through vulnerable storytelling, she reveals how her three marriages, restaurant struggles, and family challenges weren't failures but preparation for her current mission of empowering ambitious women.The episode features special guest Luvie Smith, intuitive spiritual life coach and radio programming manager at OM Radio Charleston. Luvie shares her prophetic gifts, including dream interpretation, and discusses how God speaks to us through various channels. Together, they explore the importance of spiritual community and announce their upcoming Divine Collaboration Panel on August 21st at IV Energetic Studios.Whether you're feeling successful but unfulfilled, sensing there's "more" to your entrepreneurial journey, or struggling to understand your deeper purpose beyond business metrics, this episode offers both spiritual insights and practical guidance for discovering your soul's assignment.Key Takeaways:• Your assignment was written on your heart before you were born—listen for it daily• Achievement seeks applause; assignment seeks impact and serves others• Use the Sacred Scar Framework: identify wounds, extract wisdom, transform into service• Fear combined with excitement often signals you're approaching your true calling• Isolation is the enemy's tool—surround yourself with purpose-driven community• Dreams (both sleeping and waking) are divine communication requiring attention• Write down and speak your assignment out loud to give it life and power• Your pain wasn't punishment—it was preparation for your greatest work• Start small with your calling while staying connected to the bigger vision• Prayer, journaling, and breath work help you connect with your soul's voiceConnect with Us:🎙 @neverstopdreamingbiggie📱 @angelpholmes@thebrightersidesociety🌐 sipindipity.com📧 [email protected] More:🌴 The Holmestead Bar & Retreat👩‍💼 The Brighter Side Society📻 OHM Radio Charleston - WOHM 96.3 FM🎙 "They Call Me Love" with Luvie SmithHave ideas, questions, or want to share your soul assignment discovery? Email us at [email protected].

  38. 25

    "Is Your Dream Worth Pursuing? The 5-Step BIGGIE Validation Framework for Entrepreneurs"

    Episode Summary: In Episode 23 of Never Stop Dreaming Biggie, Angel Holmes shares her proven 5-step framework for determining whether your dream is worth pursuing—and profitable. This solo episode tackles the burning question every entrepreneur faces: "Am I crazy for having this dream, or is this actually a good idea?"Angel breaks down her BIGGIE Validation Framework, covering everything from the energy test (rating your excitement 1-5) to finding people who will actually pay for your idea. She shares personal stories from her entrepreneurial journey, including her childhood dream of being Janet Jackson's backup dancer and how she's validating The Holmestead Bar & Retreat project.The episode features a community spotlight with Brighter Side Society member Angie Dupree, who shares her inspiring Hospitality Revival venture—a membership community supporting Charleston's hospitality workers with wellness resources, coaching, and professional development.Whether you're sitting on a business idea, feeling overwhelmed by possibilities, or ready to turn your "what ifs" into "what's next," this episode provides the practical tools to validate your BIGGIE dreams and start taking action.Key Takeaways:• Write down and visualize your dream clearly to get it out of your head• Use the 1-5 energy scale—if your dream doesn't rate at least a 4, reconsider• Find 8-10 people who would actually pay for your idea before investing time• Use AI tools to analyze profitability and market demand realistically• Start small with manageable milestones rather than getting overwhelmed• Involve family and friends in your entrepreneurial journey for support• Be prepared for people to call you crazy—you're just first, not crazy• Surround yourself with communities that understand and encourage your dreams• Make sacrifices and dedicate consistent time weekly to your dream• Stay open to how your dream might evolve during the validation processConnect with Us:🎙 @neverstopdreamingbiggie📱 @angelpholmes🌐 sipindipity.com📧 [email protected] More:🌴 The Holmestead Bar & Retreat👩‍💼 The Brighter Side Society🍹 Angie Dupree's Hospitality RevivalHave ideas, questions, or comments? Email us at [email protected].

  39. 24

    "Turning 52 and Still Dreaming BIGGIE: Birthday Cocktails with the Director of No Fun"

    SummaryIn this special birthday episode "Turning 52 and Still Dreaming BIGGIE: Birthday Cocktails with the Director of No Fun," Angel Holmes celebrates turning 52 with her husband Brian behind the bar at The Holmestead, testing cocktail recipes for their upcoming bar venture. This unfiltered, authentic episode captures the real entrepreneurial journey as they mix "The George Bush" (Irish whiskey and ginger ale) and "The Harry and Maude" martini while sharing stories about their advisory team and Charleston connections. From Angel's multiple wardrobe changes featuring her Pig Slayer shirt and tribute to Julian Smith, to Brian's technical bartending skills and concerns about sound quality, this episode showcases the messy, fun reality of building dreams with your spouse. The couple reveals their custom bar setup, discusses their BevCon history, and introduces their growing team of advisors including Jayce McConnell, High Wire Distilling's Ann and Scott, Gary Crunkleton, Chris Finley, and Roy Milner. Angel reflects on authenticity, aging gracefully, and honoring the people who inspire your journey, while proving that entrepreneurial dreams get messier—and more meaningful—when you're building them with the people you love.FOLLOW US:Instagram: @neverstopdreamingbiggie and @angelpholmesLearn more at https://neverstopdreamingbiggie.comFollow The Holmestead Bar: @theholmesteadbarThe Brighter Side Society: https://sipindipity.com/brighter-sideTakeawaysThe Holmestead Bar features a custom-built wooden bar moved five times and weighing thousands of pounds"The Harry and Maude" martini (High Wire Hat Trick vodka with Jack Rudy olive brine) earns an A+ ratingQuality ingredients matter in both cocktails and business buildingTheir advisory team includes bartending expert Jayce McConnell and High Wire Distilling foundersAngel's tribute shirt honors Julian Smith, former Bridge Run director and inspirationThe bar will feature unique uniforms, BevCon merchandise, and local Charleston partnershipsTesting business ideas with your spouse requires patience, humor, and good cocktailsBrian brings technical precision while Angel brings creative enthusiasm to their partnershipThe Holmestead will combine Caribbean themes with Charleston hospitalityAge 52 brings reflections on authenticity and the courage to pursue BIGGIE dreamsBuilding something meaningful requires both vision and willingness to look imperfect in the processChapters00:00 Birthday Introduction and Technical Challenges01:45 Welcome to Never Stop Dreaming BIGGIE - Birthday Edition05:30 The Homestead Bar History and Setup08:45 Brian Makes "The George Bush" Cocktail15:20 Angel's Wardrobe Changes and Stories18:30 Advisory Team Introductions22:15 Angel's "Harry and Maude" Martini28:00 Julian Smith Tribute and Co-Pilot Spirit31:30 Bar Vision and Menu Planning33:18 Tour of The Holmestead Bar Setup35:45 Birthday Celebration and ClosingHave ideas, questions, or comments? Email us at [email protected].

  40. 23

    "The Heart-Driven Entrepreneur: Gary Crunkleton on Faith, Service, and Building Community"

    Episode Description for Podcast Platforms:In Episode 21 of Never Stop Dreaming Biggie, Angel Holmes sits down with Gary Crunkleton, the heart-driven entrepreneur behind the legendary Crunkleton bars in Chapel Hill, Charlotte, and Raleigh. This inspiring conversation reveals how leading with authenticity and vulnerability creates both meaningful connections and sustainable business success.Gary shares his incredible journey from Navy service to becoming one of North Carolina's most beloved bar owners, building his empire not through traditional profit-first thinking, but by treating employees like family and creating spaces where everyone feels welcome. He opens up about choosing to pay above-market wages and provide health insurance long before it became trendy—and how this "backwards" approach actually led to greater profitability.From losing his father and sharing that vulnerability with a stranger to creating the "two-drink business model" that built his Chapel Hill empire, Gary demonstrates how authentic connections drive real business results. He reveals why creating the right atmosphere brings out the best in people and shares insights from his upcoming book "Authenticity in the Bar."The "H" in Biggie stands for Heart—and Gary's story perfectly embodies leading with heart in everything you do.Key Takeaways:Build authentic connections through vulnerability and genuine careCreate company culture that treats employees like familyFocus on quality experiences over quantity transactionsLead with your values, even when it seems financially riskyDesign spaces and systems that bring out the best in peopleShare your authentic story to create deeper customer loyaltyInvest in your team's wellbeing for long-term business successConnect with Us: 🎙 @neverstopdreamingbiggie 📱 @angelpholmes 🌐 sipindipity.com 📧 [email protected] More: 🌴 The Holmestead Bar & Retreat 👩‍💼 The Brighter Side Society 🍸 The Crunkleton - Chapel Hill, Charlotte & Raleigh

  41. 22

    "From Boring to Biggie: How to Live a More Interesting Life"

    SummaryIn this solo episode "From Boring to Biggie: How to Live a More Interesting Life," Angel Holmes tackles the universal struggle of feeling stuck in routine and reveals her proven strategies for breaking out of your comfort zone to create a more fulfilling, interesting life. Sporting her new Vegas co-op hat (despite never having been to Vegas!), Angel shares personal stories about pushing through the "I don't want to go" feeling and how showing up anyway has transformed her life and business. From taking different routes to work to saying yes to the right events while learning to say no to energy-draining commitments, Angel provides practical steps for diversifying your experiences and building meaningful community connections. She opens up about everything from her Jim Gaffigan comedy show insights to the importance of being around people who "get it" in your entrepreneurial journey. Angel reveals why travel, new experiences, and getting out of your bubble are essential for personal growth, and how community building through organizations like The Brighter Side Society and Like Minded Charleston has been game-changing for ambitious women. This episode is perfect for anyone feeling isolated in their entrepreneurial journey, stuck in the same routines, or ready to start living their BIGGIE life with more purpose, connection, and joy.FOLLOW US:Instagram: @neverstopdreamingbiggie @thebrightersidesociety and @angelpholmesLearn more at https://neverstopdreamingbiggie.comFollow us at https://www.instagram.com/neverstopdreamingbiggie/Join The Brighter Side Society at https://sipindipity.com/brighter-sideLearn more about The Holmestead Bar at https://neverstopdreamingbiggie.com/the-holmestead-bar-retreatFollow Becky Connelly at Non Disclosure Apparel at https://www.instagram.com/nondisclosureapparel/ and shop at https://ndapparel.com/Follow Co-Op at https://www.instagram.com/coopsullivansuncensored/TakeawaysBreak out of boring routines by taking different paths and trying new experiencesPush through the "I don't want to go" feeling - showing up anyway creates opportunitiesSay yes to events that align with your goals and support people you care aboutLearn to say no to commitments that drain your energy without bringing joyCommunity building is essential for entrepreneurial success and personal fulfillmentTravel and new experiences make you more interesting and well-roundedBeing around people who "get it" transforms your mindset and opportunitiesDiversify your activities to avoid getting stuck in the same resultsRespond to invitations promptly and respectfully, even when decliningMix up your routines - sit in different spots, try new classes, explore back roadsAct like you're "in the band" to access opportunities others missFind your people through intentional community building and networkingChapters00:00 Introduction and Vegas Hat Story02:30 The Vegas Co-op and Never Being There05:15 Birthday Month and What Makes Someone Interesting08:45 Adam and Eve Community Story12:20 Breaking Out of Routines and Comfort Zones18:30 The Jim Gaffigan "I Don't Want to Go" Insight23:10 Pushing Through and Showing Up Anyway28:45 Saying Yes to the Right Things32:00 Community Building and The Brighter Side Society36:15 Travel and New Experiences40:30 Closing Thoughts on Living Your BIGGIE LifeHave ideas, questions, or comments? Email us at [email protected].

  42. 21

    "Live from the Caribbean: Island Hopping to Find Our Dream Location"

    SummaryIn this special travel episode "Live from the Caribbean: Island Hopping Adventure," Angel and Brian Holmes take you on their real-time research journey through Grenada, Bequia, and Barbados as they scout locations for The Holmestead Bar & Retreat. From navigating treacherous mountain roads in Grenada to falling in love with the sailing culture of Bequia, and experiencing the party atmosphere of Barbados, they share unfiltered insights about each island's potential. The couple discusses the realities of seasonal tourism, infrastructure challenges, and what it really takes to build an international business. Angel reveals her vision for each location while Brian provides his practical "Director of No Fun" perspective on the logistics and financials. They share honest pros and cons, from Grenada's amazing people and stunning scenery to Bequia's perfect sailing community and Barbados's party scene. Their adventure includes everything from rum punches at 8 AM to hiring local drivers as tour guides, showcasing both the excitement and exhaustion of location scouting. This episode proves that turning dreams into reality requires boots-on-the-ground research, cultural sensitivity, and the flexibility to adapt when plans don't go as expected.FOLLOW US:Instagram: @neverstopdreamingbiggie and @angelpholmesLearn more at https://neverstopdreamingbiggie.com/spiritsFollow us at https://www.instagram.com/neverstopdreamingbiggie/Learn more about The Holmestead Bar at https://neverstopdreamingbiggie.com/the-holmestead-bar-retreatPlaces we loved during our stay:True Blue Bay Resort: https://www.truebluebay.com/Bequia Plantation Hotel: https://bequiaplantationhotel.com/The Cocktail Lab Bequia: https://www.instagram.com/thecocktaillabbequia/?hl=enFrangipani: https://frangipanibequia.com/Sweetfield Manor: https://sweetfieldmanor.com/TakeawaysResearch seasonal tourism patterns before committing to international business locationsBuild genuine relationships with locals when scouting new markets - they provide invaluable insightsConsider transportation logistics for both operations and customer accessibilityGrenada offers amazing people and scenery but challenging roads and short seasonBequia provides perfect sailing culture and community but limited year-round tourismBarbados has great infrastructure and energy but doesn't match their intimate bar visionFactor infrastructure challenges like narrow roads into business planning and vehicle choicesDocument your journey for both content creation and future business planningTrust your instincts while remaining open to unexpected discoveries and opportunitiesPlan for multiple transportation scenarios when international travel is involvedPrioritize becoming an asset to the community rather than just extracting valueOff-season visits reveal the true local culture and business sustainability challengesChapters00:00 Welcome from Grenada - First Impressions02:30 Grenada Pros and Cons Discussion07:39 Traveling to Bequia via Multiple Transportation Methods09:15 Bequia Beauty and Sailing Culture12:45 Finding Potential Locations and Meeting Locals15:15 Barbados Reality Check from the Hotel Room17:30 Why Barbados Isn't Their Scene19:45 Overall Trip Reflections and Next StepsHave ideas, questions, or comments? Email us at [email protected].

  43. 20

    "Your Energy Is Everything: How to Attract Success Through Positive Vibes"

    SummaryIn Episode 18 of Never Stop Dreaming BIGGIE, I'm diving deep into the one thing that determines everything in your business and relationships—your energy. If you've ever wondered why some people naturally attract opportunities while others struggle to connect, or how to maintain positive momentum even during challenging times, this solo episode reveals the game-changing mindset shift that transforms everything.I'm sharing my personal journey from being someone who craved attention to learning the art of putting the spotlight on others, plus the daily practices that keep my energy aligned with my biggest dreams. I open up about navigating difficult seasons, the morning routine that sets me up for success, and why stepping outside yourself to observe your own energy might be the most important skill you never learned.This episode is perfect for ambitious women who feel isolated in their entrepreneurial journey, struggle with energy drains from negative people, or want to build the kind of magnetic presence that attracts the right opportunities and relationships. This is the "E" in BIGGIE—Elevate—raise your standards for yourself and create the energy that naturally draws success to you.Instagram@neverstopdreamingbiggie and @angelpholmesLearn More🌴 The Holmestead Bar & Retreat👩‍💼 The Brighter Side Society📧 Email: [email protected]🌐 Website: sipindipity.comTakeawaysMaster the art of stepping outside yourself to observe your energy objectivelyDevelop a morning routine that sets you up for positive energy every single dayUnderstand why shifting from "spotlight on me" to "spotlight on you" changes everythingLearn the WAIT technique: Why Am I Talking? and when to use it strategicallyProtect your energy while remaining generous and service-minded in businessBuild an inner circle of two-way relationships that support and challenge youRecognize the difference between self-absorption and authentic connectionDiscover why doing what you love naturally boosts your energy and attracts opportunitiesHandle energy drains and negative people without compromising your own vibeConnect faith, gratitude, and sustainable positive energy for long-term successChapters00:00 Introduction - Birthday Month & Caribbean Energy02:15 The Energy You Give Off Determines Everything05:30 The Exercise: Step Outside Yourself and Observe08:45 Angel's Morning Energy Routine for Success12:20 The Spotlight Principle: Making It About Others15:30 When Your Energy Struggles: Navigating Hard Times18:15 Hot Yoga & Community Energy at The Works22:00 Dealing with Energy Drains and Negative People25:45 Why Doing What You Love Boosts Natural Energy28:30 Breaking Free from Self-Absorption Culture32:15 Building Two-Way Relationships vs One-Sided Conversations35:00 Angel's Inner Circle: The Power of Authentic Friendship38:45 The WAIT Technique: Transform Your Conversations41:30 Action Steps for Better Energy Management

  44. 19

    "BIGGIE Dreams, Bigger Legacy: Father-Daughter Entrepreneurs Build Charleston's Legacy Together"

    SummaryIn this deeply personal episode "BIGGIE Dreams, Bigger Legacy," Angel Holmes sits down with her dad, Ernie Passailaigue, the entrepreneur and public servant who transformed Charleston into the thriving destination we know today. When Angel mentions her dad's name and people respond "who?" it breaks her heart—because this is the man who has a connector named after him, helped build the Cooper River Bridge, created the Charleston RiverDogs (originally the Rainbows!), and launched the South Carolina State Lottery from absolute scratch.From his days as a CPA to owning Charleston's baseball team to serving in the State Senate for over a decade, Ernie shares the untold stories behind Charleston's biggest transformations. This father-daughter conversation reveals what real public service looks like, how to start major ventures with nothing but vision, and why his greatest accomplishment isn't any bridge or business—it's his family of seven kids and 14 grandchildren. Their story demonstrates how dreaming BIGGIE while staying grounded in service creates lasting legacies that impact generations.FOLLOW US:Instagram: @neverstopdreamingbiggie and @angelpholmesLearn more at https://neverstopdreamingbiggie.comThe Brighter Side Society: https://sipindipity.com/brighter-sideThe Holmestead Bar + Retreat: @theholmesteadbarTakeawaysTrue public service means representing everyone in your community, regardless of party affiliationStarting major ventures from zero requires vision, persistence, and strategic relationship buildingFighting for your community's fair share of resources takes patience and calculated persistenceFamily relationships should be prioritized as your ultimate measure of entrepreneurial successDocumenting your journey helps future generations understand how foundations were builtCreating memorable community experiences builds lasting traditions and connectionsBuilding coalitions across political lines requires focusing on shared values and common goalsHonoring those who came before while building for those who come after creates true legacyWaking up each day with gratitude transforms how you approach business and life challengesThe fragility of life reminds us to appreciate every opportunity to make meaningful impactReal leadership involves listening to constituents and taking detailed notes on their actual needsChapters00:00 Introduction - Why This Episode Matters Most02:53 Meet Big Ern - Charleston's Unsung Hero05:11 From Porter Military Academy to USC and The Citadel07:01 CPA Days and Building a Practice in Charlotte and Charleston08:03 Charleston Royals/Rainbows Baseball Team Ownership Story15:19 Running for State Senate - The Political Journey and Philosophy20:04 Major Accomplishments - Bridges, Lottery, and Legislative Wins25:14 The South Carolina State Lottery Launch from Scratch29:05 Biggest Dreams Come True - Family as Greatest Legacy31:34 Role Models and Life Influences That Shaped His Journey35:53 Future Dreams, Daily Gratitude, and Final ThoughtsHave ideas, questions, or comments? Email us at [email protected].

  45. 18

    "From 27 Browser Tabs to Focused Action: Why Multi-Passionate Women Entrepreneurs Need Different Systems"

    SummaryIn Episode 16 of Never Stop Dreaming BIGGIE, I'm tackling the biggest struggle facing multi-passionate women entrepreneurs—feeling scattered and overwhelmed by traditional productivity advice that just doesn't work for creative minds like ours. If you're tired of having 27 browser tabs open, waking up with 15 business ideas before 9 AM, and feeling like you're the only one who can't "just focus on one thing," this episode is your validation and solution.I'm sharing the organization secrets that helped me manage 20,000+ person festivals while running multiple businesses, revealing why energy-based planning beats time management and how to create systems that work WITH your multi-passionate brain, not against it. Plus, I'm joined by the incredible Jen El-Haddad from Jennifer Mary Photography, who shares her inspiring journey from corporate layoffs to building a thriving branding and wedding photography business in Charleston.Jen opens up about her "come-to-Jesus moment" at a church conference that changed everything, her approach to authentic community building through events like Stretch and Mingle, and why professional photography should be your second business investment. This is the "G" in BIGGIE—Grow—through challenges by creating systems that honor how your brain works and building community that supports your biggest dreams.Instagram@neverstopdreamingbiggie and @angelpholmesLearn More🌴 The Holmestead Bar & Retreat👩‍💼 The Brighter Side Society📧 Email: [email protected]🌐 Website: sipindipity.comTakeawaysUnderstand why you're not broken—you're just a multi-passionate women entrepreneurLearn energy-based planning strategies that work for ambitious womenDiscover business organization systems for managing multiple projectsMaster the profit priority matrix concept for focusing on what matters mostExplore Jen's inspiring corporate to photography entrepreneur journeyRecognize the importance of professional branding photography for business successBuild authentic community networks that grow your business organicallyApply collaboration over competition principles in women's entrepreneurshipCreate accountability partnerships that keep multi-passionate women on trackTransform scattered energy into laser-focused business action through proven systemsChapters00:00 Introduction - The 27 Browser Tab Reality02:30 The "G" in BIGGIE: Growing Through Challenges04:45 Why Multi-Passionate Women Feel Scattered10:15 Festival Organization Secrets for Business Systems15:30 Energy-Based Planning vs Time Management20:25 Guest Introduction: Jennifer Mary Photography22:10 Jen's Corporate to Photography Journey28:15 The Power of Authentic Community Building34:45 Professional Photography for Business Branding40:30 Collaboration Over Competition Philosophy45:15 The Brighter Side Society and Accountability

  46. 17

    "Live from Charleston: The Holmes Boys Take the Mic"

    SummaryIn Episode 15 of Never Stop Dreaming BIGGIE, the Holmes boys finally take the mic! Join me for this special live recording with my husband Brian (the famous "Director of No Fun") and son Chase as we answer real questions from The Brighter Side Society community. This unfiltered family Q&A gives you exclusive access to our Caribbean bar planning process, business strategies, and authentic entrepreneurial journey.You'll get the inside scoop on our upcoming island-hopping trip to scout locations for The Homestead Bar & Retreat in Bequia, Barbados, or Grenada. Brian shares why we're leaving the hurricane zone, what we're looking for in the perfect sailing community, and our timeline for spending 6-9 months per year running our disaster relief bar. Plus, Chase undergoes his hilarious "job interview" for entertainment director (complete with toilet cleaning duties) while we break down The Brighter Side Society membership benefits and upcoming price changes.Whether you're curious about international business ventures, struggling with imposter syndrome as a female entrepreneur, or wondering how family support systems fuel big dreams, this episode delivers both entertainment and practical insights. This is the "B" in BIGGIE—Believe—that your wildest dreams are meant for you, especially when you have the right people cheering you on.Instagram@neverstopdreamingbiggie and @angelpholmesLearn More🌴 The Holmestead Bar & Retreat👩‍💼 The Brighter Side Society📧 Email: [email protected]🌐 Website: sipindipity.comTakeawaysDiscover the three Caribbean islands being considered for The Homestead Bar & RetreatLearn complete details about The Brighter Side Society membership ($75/month)Master strategies for overcoming imposter syndrome through community supportUnderstand how family business dynamics strengthen entrepreneurial venturesExplore the disaster relief mission driving The Homestead Bar conceptNavigate international business planning and island selection criteriaRecognize the importance of sailing communities for bar location successApply manifestation techniques through faith and consistent visualizationBuild supportive partnerships that fuel rather than limit your dreamsCreate authentic family business content that connects with audiencesChapters00:00 Live Setup & Caribbean Bar Introduction02:30 Meet Brian & Chase: The Holmes Boys05:45 Island Hopping Plans: Bequia, Barbados, Grenada08:20 Chase's Entertainment Director Job Interview12:15 The Brighter Side Society Membership Breakdown18:30 Homestead Bar Timeline & Investment Details22:10 Overcoming Imposter Syndrome as Female Entrepreneurs28:45 Family Business Dynamics & Partner Support32:20 Community Building & Women Supporting Women35:50 Caribbean Trip Planning & Attorney Guidance38:15 Closing Thoughts & Community Appreciation

  47. 16

    "How to Pivot Your Business: Closing Chapters, Opening Dreams - My Journey to the Brighter Side"

    SummaryIn Episode 14 of Never Stop Dreaming BIGGIE, I'm getting vulnerable about my entrepreneurial journey from founding the Charleston Wine & Food Festival to making the difficult decision to close Like Minded Charleston and focus on building The Brighter Side Society globally. This solo episode explores business pivot strategies, community building secrets, and how faith-based decision making led to creating multiple successful ventures from scratch.You'll hear the real story behind building events with billion-dollar economic impacts, losing everything during COVID, and why sometimes you have to shut successful doors to open bigger dreams. I share my "superpowers" of community building and organization, how prayer guided my pivot decisions, and the vision for taking The Brighter Side Society worldwide while building The Holmestead Bar & Retreat in the Caribbean.Whether you're a female entrepreneur feeling pulled in multiple directions, considering a major business pivot, or ready to turn overwhelming dreams into organized action, this episode offers both vulnerable storytelling and practical business strategies. This is the "B" in BIGGIE—Believe—in your bigger vision even when it means closing chapters you love.Instagram@thebrightersidesociety and @angelpholmesLearn More👩‍💼 The Brighter Side Society📧 Email: [email protected]🌐 Website: sipindipity.comTakeawaysDiscover how to identify your core business superpowers and lean into themLearn when to close profitable ventures to pursue your bigger purposeMaster community building by focusing on connection before monetizationCreate systems and organization to turn overwhelming dreams into actionNavigate major business pivots with faith and strategic planningTransform COVID setbacks into comeback stories through purpose-driven decisionsScale from local impact to global reach through authentic storytellingBalance entrepreneurial creativity with practical implementationRecognize when you're spreading yourself too thin across multiple venturesUse prayer and reflection to guide life-changing business decisionsChapters00:00 Welcome & Life Changes Announcement02:15 Angel's Career Background & Journalism Roots05:30 World Cup Internship That Changed Everything08:45 The Birth of Charleston Wine & Food Festival15:20 Building a 6-Figure PR Business Empire22:10 COVID Setbacks & Rock Bottom Moments28:35 Reading "Purpose Driven Life" & Finding Direction35:40 Creating Like Minded Charleston Community42:15 The Brighter Side Society Vision Goes Global48:30 Making the Difficult Decision to Close Like Minded52:20 Future Plans: The Holmestead & Caribbean Dreams56:45 How to Join The Brighter Side Society59:30 Faith, Purpose & Next Steps

  48. 15

    "Christian Entrepreneurship: Turning Dreams into Purpose-Driven Reality"

    SummaryIn Episode 13 of Never Stop Dreaming BIGGIE, I’m joined by two powerhouse mentors in the world of Christian entrepreneurship and kingdom leadership—Tim and Rebecca Lindsay, founders of the Unstoppable Growth program. Together, we explore how faith can fuel your business, how spiritual gifts reveal your true calling, and how sharing your story creates breakthrough.You’ll hear how church planting led to coaching over 500 entrepreneurs, how their bar church in Zurich transformed a city’s club culture, and how their influence helped inspire The Brighter Side Society and my upcoming vision for The Holmestead Bar & Retreat in the Caribbean.Whether you’re launching a purpose-driven business, craving spiritual growth, or seeking clarity on your calling, this episode is packed with practical wisdom and divine inspiration. This is the "I" in BIGGIE—Impact—in full motion.Instagram@neverstopdreamingbiggie and @angelpholmesLearn More🌴 The Holmestead Bar & Retreat👩‍💼 The Brighter Side Society📖 Unstoppable Growth Program📸 Follow on Instagram📬 Email: [email protected] how Christian entrepreneurs turn vision into purpose-driven realityLearn the key elements of the Unstoppable Growth frameworkUnderstand the importance of spiritual gifts in leadership and businessHear the power of vulnerability and storytelling in faith-based transformationExplore the intersection of faith, business, and community buildingSee how church planting and kingdom business strategies alignBe inspired to build your own God-led business or movementUnderstand how to navigate closed doors and discern divine directionGet practical tools for Christian leadership and impactSee why your most powerful decades may still be aheadChapters00:00 Introduction to Christian Entrepreneurship02:15 Meet Tim & Rebecca Lindsay05:00 What is Unstoppable Growth?08:10 Why Sharing Your Story is a Spiritual Breakthrough12:30 Planting Churches with a Business Mindset16:45 How a Bar Became a Church in Zurich21:00 The Vision Behind The Holmestead Bar & Retreat26:30 Faith-Led Leadership Tools for Impact30:00 Helping Young Leaders and College Students32:00 Big Impact in Your 60s and 70s34:30 Closing Prayer & Final Thoughts

  49. 14

    "Manifesting Your Dreams: The Spiritual Power of Belief"

    SummaryIn Episode 12 of Never Stop Dreaming BIGGIE, I'm diving deep into the transformative power of manifestation and how it connects with faith. I share my personal journey of visualizing The Holmestead Bar & Retreat before it exists, and the incredible Brandon Lake manifestation story that proved the power of belief! Whether you're skeptical about manifestation techniques or looking to strengthen your practice, this episode offers practical tools for training your mind to overcome negative self-talk and create your dream life. Learn how to use breathwork, visualization, and faith-based practices to manifest your BIGGIE dreams into reality. The B in BIGGIE stands for Believe - and this episode shows you exactly how to believe bigger!Instagram: @neverstopdreamingbiggie and @angelpholmesLearn more at https://neverstopdreamingbiggie.com/spiritsFollow us at https://www.instagram.com/neverstopdreamingbiggie/Learn more about The Holmestead Bar at https://neverstopdreamingbiggie.com/the-holmestead-bar-retreatLearn more about Taylor Kornegay at https://taylorkornegay.com/To get with Rebekah Hogan, visit https://rebekahhogan.com/ and https://cart.rebekahhogan.com/kit TakeawaysDiscover how manifestation connects with faith and spiritual practiceLearn practical visualization techniques to make your dreams tangibleUnderstand how to overcome negative self-talk that limits your potentialSee how breathing exercises enhance your manifestation practiceHear Angel's real-life manifestation success storiesLearn the importance of releasing expectations about how manifestation worksDiscover why Jamie Kern Lima's book "Worthy" is a must-read for manifestationUnderstand how setbacks can be protection for something betterLearn why making your dreams public accelerates manifestationGet introduced to powerful manifestation tools from Rebekah HoganChapters00:00 Introduction to Manifestation & Faith03:25 The Power of Controlling Your Mind08:40 Visualizing The Holmestead Bar & Retreat12:15 The Brandon Lake Manifestation Story16:30 Resources for Your Manifestation Journey18:40 Preview of Next Week's EpisodeHave ideas, questions, or comments? Email us at [email protected].

  50. 13

    "The Director of No Fun Gets Spiritual: Faith as Our Foundation"

    SummaryIn this heartfelt episode "The Director of No Fun Gets Spiritual: Faith as Our Foundation," Brian and Angel Holmes share their unique faith journeys and how spirituality guides their vision for The Holmestead Bar & Retreat. From Brian's steady Presbyterian upbringing to Angel's rollercoaster through Baptist, Catholic, and Episcopal churches, they reveal how finding Seacoast Church became their spiritual turning point. The couple discusses their plans for creating a Caribbean "giving bar" that combines faith, community, and disaster relief efforts. Angel introduces their Homestead Angels initiative and Angel Boxes project, designed to uplift those in need. Throughout the conversation, The Director of No Fun shows his spiritual side while Angel brings her characteristic enthusiasm to their shared vision of creating a purpose-driven business based on faith. Their story demonstrates how spiritual foundations can provide clarity, direction, and purpose for ambitious dreams—proving that when business meets faith, amazing things happen.FOLLOW US:Instagram: @neverstopdreamingbiggie and @angelpholmesLearn more at https://neverstopdreamingbiggie.com/spiritsFollow us at https://www.instagram.com/neverstopdreamingbiggie/Learn more about The Holmestead Bar at https://neverstopdreamingbiggie.com/the-holmestead-bar-retreatTakeawaysBrian's steady Presbyterian roots contrast with Angel's more dramatic faith journeyFinding Seacoast Church was a spiritual turning point for both of themFaith provides the foundation for their Holmestead Bar & Retreat visionThey plan to limit drinks while maximizing community impactThe Homestead Angels initiative will focus on disaster relief partnershipsAngel Boxes project provides spiritual uplift to those feeling downFaith-based bars are a growing trend they're excited to joinThe Holmestead will be a welcoming space for all, with faith elements incorporated thoughtfullyTheir children are actively involved in faith journeys of their ownFaith has helped them navigate challenges in their relationship and businessThe Director of No Fun brings spiritual stability while Angel brings enthusiasmChapters00:00 Introduction and Sound Effects Fun05:00 The Director of No Fun's Faith Journey13:45 Angel's Spiritual Background21:36 The Holmestead's Faith Component28:30 The Giving Bar Concept34:15 The Angel Boxes Project39:50 Closing Thoughts and Next StepsHave ideas, questions, or comments? Email us at [email protected].

Type above to search every episode's transcript for a word or phrase. Matches are scoped to this podcast.

Searching…

No matches for "" in this podcast's transcripts.

Showing of matches

No topics indexed yet for this podcast.

Loading reviews...

ABOUT THIS SHOW

Never Stop Dreaming BIGGIE is a podcast for ambitious women who want clarity in business and confidence in their next steps. Hosted by business coach and community builder Angel Holmes, each episode blends real-world experience, honest conversations, and practical strategy to help you move forward with intention.From building meaningful communities to creating structure that supports growth, the show explores what it actually takes to build a business without burnout. Through solo episodes and conversations with founders and leaders, you’ll gain actionable insights on focus, mindset, systems, and sustainable success.Whether you’re starting fresh, navigating growth, or craving more alignment in your work, new episodes each week offer grounded guidance and encouragement to keep dreaming — and building — bigger.

HOSTED BY

Angel Holmes

URL copied to clipboard!