The Stay-At-Home Bookkeeper Academy Podcast

Let’s be honest - starting a business from scratch can feel pretty overwhelming, especially when you’re staring down a mountain of “shoulds” and feeling stuck in fear. If you’ve ever wondered how anyone actually finds joy, confidence, and momentum in those early days, this episode is for you.In this powerful conversation, Deanna Rogers and Emily Kern sit down with brand expert and serial entrepreneur Dolores Hirschman to talk real talk about what it takes to market yourself as a new business owner. You’ll hear about dropping the idea that you need to be “perfect” before you put yourself out there, how to center everything you do around helping others, and why having fun is actually the secret to productive marketing.If you’re tired of feeling stuck or wondering where to begin, you’ll get practical tips, simple mindset shifts, and plenty of hope that starting messy isn’t just normal, it’s exactly how you build your dream life.In this episode, you’ll learn:- How to start marketing your business (even if you’re brand new)- The simplest ways to spark client conversations without feeling awkward- Why consistency and fun beat perfection every time- Practical tips for staying motivated and confidentIf you’re someone who wants more freedom, or if you just need permission to start where you are, you’re in the right place. Ready to take your first step? Book a free clarity call and let’s chat about your next move!Own a business and need bookkeeping help? Reach out at [email protected] and we’ll connect you with a bookkeeper who fits your needs.If you're interested in the Academy, fill out this form we'll give you some details asap!! https://forms.monday.com/forms/703bc0857975139468aa8f2547977f4e?r=use1

Let’s face it—insurance isn’t the first thing most new business owners get excited about. But protecting your business matters, and understanding how to do it doesn’t have to be a snooze-fest. In this episode, we sit down with Nathan Glass, who brings a fresh perspective and a whole lot of heart, making insurance less intimidating and a lot more empowering for bookkeepers at every stage.If you’re tired of feeling unsure about what coverage you actually need, or you’re wondering when is the “right” time to set up protection (spoiler: it’s sooner than you think), this episode is for you.Inside, you’ll learn:- The most common insurance mistakes new business owners make, and how to avoid them- What E&O (professional liability) and cyber liability really mean for bookkeepers- How consistent, genuine relationships (not just a once-a-year policy renewal) are the real secret to sustainable business growth- Simple ways to spot red flags for your clients and add surprising value as a bookkeeper- Why investing in the right community and networking rooms can totally change the gameFeeling overwhelmed by all the options or worried you forgot a step? It’s normal to start messy—but you don’t have to figure it out alone.Want to learn more about Nathan's business - click here: https://utopiarisk.com/ If you’re someone who wants more freedom in your life, more peace of mind, and a business that’s set up to last, this is your episode. Listen in and, when you’re ready, book a free clarity call to get personalized guidance on building your flexible bookkeeping business—with the protection you need from the very first client.If you're interested in the Academy, fill out this form we'll give you some details asap!! https://forms.monday.com/forms/703bc0857975139468aa8f2547977f4e?r=use1

Let’s be real—when you’re starting a business, “marketing” can sound expensive and overwhelming. But what if the best way to get noticed isn’t about big budgets or fancy funnels? In this episode, Deanna sits down with Rachel Smith and Dalton Joyner, two creative entrepreneurs who are all about thinking outside the box—especially when it comes to getting your name out there.You’ll hear how Rachel Smith and Dalton Joyner use direct mail in a way that’s smart, affordable (sometimes free!), and makes you unforgettable in your community. From sticky postcards that end up on the fridge to tapping into local business networks, they share strategies for marketing without draining your wallet. Plus, they’ll break down how you can leverage community resources—sometimes, it’s as simple as asking the diner owner if you can leave a flyer near the register.👉 Want to check out the tools, templates, and community Rachel and Dalton use? You can explore everything here: https://communitycardplaybook.com/communitycardhome?am_id=deanna865If you’re someone who dreams of more freedom, or you’re tired of feeling invisible in your bookkeeping business, don’t miss this uplifting and practical conversation. You’ll walk away with new ideas, renewed confidence, and the reminder that marketing doesn’t have to be scary—or expensive—to work.Ready to try something new? Book a free clarity call or join the Stay-at-Home Bookkeeper Academy and take your next step toward the business (and life) you actually want.If you're interested in the Academy, fill out this form we'll give you some details asap!! https://forms.monday.com/forms/703bc0857975139468aa8f2547977f4e?r=use1

Let’s be real...sometimes life throws you a curveball, and suddenly the path you pictured for yourself is totally different. In this episode, we sit down with Scott Bell, a business coach who’s lived through dramatic life transitions - from the unexpected loss of a loved one to inheriting multiple businesses overnight, completely restructuring, scaling, and eventually selling them for more freedom.If you’ve ever found yourself stuck, doubting what you’re capable of, or just craving a life that fits you better, you’re not alone. Scott Bell opens up about overcoming imposter syndrome, weathering tough moments, and the little daily habits that can keep you moving toward your goals, even when everything feels overwhelming.We're diving into:✅ How to stay resilient when your whole life shifts unexpectedly✅ Simple mindset shifts to turn self-doubt into action✅ The power of small, daily routines (including Scott Bell’s “Awesomeness Swipe File” you’ll want to steal)✅ How taking imperfect action is the real secret to building freedomIf you’re looking for inspiration, practical tools, and a reminder that it’s OK to start messy, this one’s for you. Book a free clarity call or join the Stay-at-Home Bookkeeper Academy - because your dream business really does start with one small step.If you're interested in the Academy, fill out this form we'll give you some details asap!! https://forms.monday.com/forms/703bc0857975139468aa8f2547977f4e?r=use1

Let’s be honest — figuring out marketing and new tech can feel a little daunting, especially if you’re shifting careers or building something fresh from scratch. But what if the secret is just being willing to say, “Sure, I’ll give it a go,” even if you’re not sure exactly how it’ll turn out?In this episode, we’re joined by Hannah Shea, our marketing program manager at the Stay-at-Home Bookkeeper Academy. Hannah’s journey didn’t start in a marketing office — she began as a musician and opera singer, learning how to pivot, try new things, and transfer her creative skills to supporting bookkeepers and building her own flexible career.We talk about:- The power of just saying yes (even if you’re nervous)- Marketing tips that actually work for bookkeepers today — including what to post on social and why simple, authentic video matters so much- Easy systems for organizing your content (no overthinking required)- How AI tools like ChatGPT and Claude can take the overwhelm out of content creation and bio writing- Embracing the pivot: why your past experience is never wasted, and how multiple income streams can support your dreamsIf you’re ready to build a business that fits your life, not the other way around — and maybe you need a little nudge to try something new — you’re in the right place.If you’re someone who wants more freedom, who’s tired of feeling stuck, or just ready to learn as you go, join us. And when you’re ready for real support and friendly accountability, book a clarity call or join the Stay-at-Home Bookkeeper Academy. This is your sign — just give it a go!If you're interested in the Academy, fill out this form we'll give you some details asap!! https://forms.monday.com/forms/703bc0857975139468aa8f2547977f4e?r=use1

Let’s be real—most of us have spent more time wondering “what if?” than dreaming about clocking in at some office for the rest of our lives. If you’re someone who wants more freedom, more flexibility, and work that actually fits your life, welcome to The Stay-at-Home Bookkeeper Podcast.In today’s episode, Emily and DeAnna get honest about one of the hardest—and most transformational—parts of starting your own business: making the leap from “employee” to CEO. We’re talking all about how to break out of task lists, self-doubt, and waiting for permission, and step into the driver’s seat of your life and work.Here’s what you’ll take away:What it really means to shift your mindset from employee to business ownerWhy being your own boss is less about perfection and more about learning as you goThe power of getting comfortable with being uncomfortable (and why that’s a good thing!)Tips for protecting your why, claiming your time, and building a legacy you’re proud ofIf you’re tired of being stuck in a job that drains you, or you want to build a life-first business, this conversation is for you. Ready to stop waiting and start building a bookkeeping business that works for YOU? Book a free clarity call today or join us inside the Stay-at-Home Bookkeeper Academy.Let’s dive in!If you're interested in the Academy, fill out this form we'll give you some details asap!! https://forms.monday.com/forms/703bc0857975139468aa8f2547977f4e?r=use1

Welcome to the Stay At Home Bookkeeper podcast, where real stories about building freedom-based businesses take center stage! In this episode, Deanna Rogers sits down with her longtime friend and mentor, Kari Michelson, whose journey started as a child actress on a hit sitcom but led her to an impactful career as a speaker, consultant, and show host.Deanna Rogers and Kari Michelson dive into the heart of what it means to redefine success—leaving behind the glitz and grind for a life with more control, purpose, and flexibility. Kari shares her transformation story, from facing dark industry challenges and overcoming an eating disorder to discovering the joy of authentic storytelling, launching record-breaking product lines, and ultimately creating a business that lets her put family first.If you’ve ever felt torn between your career and your life—or wondered if you could become your own boss and work from anywhere—this episode is packed with encouragement, actionable tips, and real talk about the messy, magical process of creating your dream business.You’ll learn:The power of community and honest supportWhy “imperfect” action beats waiting for perfect confidenceHow to promote your unique story in ways that actually feel good- not salesyPractical steps to start showing up and sharing your passionReady to design a business that fits your life? Grab your cup of coffee, settle in, and let’s get inspired. Your dream starts with just one step - let’s take it together!If you're interested in the Academy, fill out this form we'll give you some details asap!! https://forms.monday.com/forms/703bc0857975139468aa8f2547977f4e?r=use1

Welcome back to the Stay At Home Bookkeeper podcast! In today’s episode, we’re pulling back the curtain on a game-changing topic that doesn’t get talked about enough—tax strategy—and what it really means for bookkeepers, business owners, and anyone building a freedom-based life.Deanna Rogers and Bill Rogers are joined by the powerhouse couple, Jim and Lorraine Conway, who have been working together for over 35 years (and married for 33!). They share their journey from financial advisors to full-time tax strategists, and get real about what it takes to work (and thrive!) with your spouse in business.More than just tax talk, this conversation is packed with insights about finding your lane in business partnerships, why the basics of tax strategy matter—even if you’re not wealthy—and how bookkeepers can become true heroes for their clients. Jim and Lorraine break down common misconceptions, real-life examples about deductible expenses (hello, meals and travel!), and powerful ways to add value as you grow your bookkeeping business.Whether you’re just starting out, thinking about leaving the 9-to-5, or looking for your next way to serve clients better, this episode is full of encouragement and practical, down-to-earth advice you can act on today.Want to follow Jim and Lorraine? Check out JCA ProGrowth Solutions on Facebook at www.facebook.com/progrowthfinancialReady to learn how to build not just a flexible business, but a truly freedom-filled life? Let’s dive in!If you're interested in the Academy, fill out this form we'll give you some details asap!! https://forms.monday.com/forms/703bc0857975139468aa8f2547977f4e?r=use1

Ever feel exhausted by your business, but not actually seeing the growth to match? You’re definitely not alone - and this episode is for you. On today’s Stay at Home Bookkeeper podcast, Emily Kern and Deanna Rogers dive into one of the biggest struggles work-from-home entrepreneurs face: the battle between busy work and true productivity.They get real about that hamster-wheel feeling - when every day is packed, but your to-do list just grows and your goals stay out of reach. You’ll hear practical strategies for breaking free from “busyness,” like doing a simple time study, learning to set boundaries, and building actual systems so you’re proactive, not just putting out fires.There’s also a candid look at how tools like AI and time blocking can take the mental load off your plate, so you can focus on what actually moves your business forward. Both Emily Kern and Deanna Rogers share stories of tasks they used to do by hand - and the relief of finally automating or letting them go.If you’re tired of feeling overwhelmed, want real change, and dream of a business that gives you freedom - not just more work - jump in. You’ll walk away with mindset shifts and tangible tips to turn your hard work into real results.And if you’re wondering if a stay-at-home bookkeeping business could give you the life you want? This episode will help you figure out what “productive” really means to you, and how to start building it - one step at a time.Ready for that freedom? Let’s get into it.If you're interested in the Academy, fill out this form we'll give you some details asap!! https://forms.monday.com/forms/703bc0857975139468aa8f2547977f4e?r=use1

Ever wondered what it’s really like to build a business with your spouse, pivot when life throws you a curveball, or step into the world of bookkeeping—even if you’re not a numbers person? In this episode, Emily Kern and Deanna Rogers sit down with Tracy Rosenberry: business owner, Head of Education at the Stay At Home Bookkeeper Academy, and co-founder of Delightful Digits.You’ll hear the honest truth about navigating business with family, embracing the messy middle, and why it’s okay—not just possible—to change directions as you grow. Tracy Rosenberry opens up about how her initial dream (think: restaurant niche inspired by family life) evolved, why she finally pivoted away from taxes, and how she found new courage (and boundaries!) working alongside her husband. The conversation is packed with practical examples, from handling “imposter syndrome” when you’re just starting out, to using tools like AI to boost your confidence, communicate better, and save time.If you’re craving more flexibility, a supportive community, or just need that nudge to start even if you feel unprepared, this episode is for you. You’ll get real talk on the power of communication with clients, the importance of building relationships over being perfect, and the beauty of a business that grows with you—at any stage of life.Ready to hear stories of pivots, practical advice, a sprinkle of AI magic, and encouragement to take your first step (even if it’s messy)? Hit play, and get ready for inspiration you can actually use. And if you’re thinking, “Maybe I could do this…”—stick around for some straight-up encouragement and your next action step.If you're interested in the Academy, fill out this form we'll give you some details asap!! https://forms.monday.com/forms/703bc0857975139468aa8f2547977f4e?r=use1

Ever feel like working from home is more chaotic than calm? On this episode of the Stay at Home Bookkeeper podcast, Emily Kern and Deanna Rogers get real about what it actually takes to manage your time and stay productive when your home is your office. They share the good, the bad, and the sometimes hilarious realities of juggling laundry, emails, family - oh, and building your own business, all under one roof. You’ll hear their favorite time management strategies - like time blocking, intentional routines, and the difference between being busy and being truly productive. They open up about battling perfectionism, setting boundaries (with clients and yourself), and what to do when your day just goes off the rails (#resetrituals). Whether you’re thinking about launching a bookkeeping business, you’re already knee-deep in client emails, or you just want to make working from home… well, work for you - you’ll walk away with down-to-earth advice, encouragement, and a permission slip to take imperfect action. If you want more freedom, more balance, and more confidence in your ability to design a business (and a life) that fits you, this episode is your guide. Grab your coffee, settle in, and join the conversation!If you're interested in the Academy, fill out this form we'll give you some details asap!! https://forms.monday.com/forms/703bc0857975139468aa8f2547977f4e?r=use1

Welcome back to the Stay at Home Bookkeeper podcast! In today’s episode, Deanna Rogers sits down with her friend and powerhouse entrepreneur Tamar Hermes, the founder of Women Growing Wealth. Tamar Hermes shares her journey from climbing the corporate ladder in television to building financial freedom through real estate investing and guiding other women to do the same.If you’ve ever wondered how to turn business success into lasting personal wealth or if you keep asking yourself, “How do I make sure my hard work leads to real freedom?” - you’ll want to stick around. In this conversation, Tamar Hermes reveals the practical (yet often-overlooked) habits that every business owner should have, why managing your personal “wealth column” matters as much as your business income, and how to avoid the most common financial pitfalls that trip up even seasoned entrepreneurs.We’ll also dig into topics like building work-life balance, getting comfortable with imperfect starts, and making space for the ideas that really align with your dream life. This episode is packed with both wisdom and super-actionable tips that’ll help you step into the next level of freedom - whether you’re just getting started or already scaling your business.Ready for some real talk about what it takes to build a business and a life you love? Let’s dive in!If you're interested in the Academy, fill out this form we'll give you some details asap!! https://forms.monday.com/forms/703bc0857975139468aa8f2547977f4e?r=use1

Welcome back to the Stay at Home Bookkeeper podcast—where real talk meets real freedom. In this episode, Emily Kern and Deanna Rogers are breaking down the realities of work-from-home life, focusing on the power of a personalized morning routine. Forget the influencer-approved 5am hustle—this conversation gets honest about what it really takes to start your day on your own terms, whether that’s coffee from Costa Rica, a sticky note to-do list, or simply taking a quiet moment to scroll Facebook before the madness starts.You’ll hear stories of how routines can shape your day, why there’s no one-size-fits-all solution, and the little habits that help you stay centered—especially when you’re running a business from home. If you’re someone craving more freedom, flexibility, and a way to design work around your life (not the other way around), this episode is for you.Get ready for practical tips, relatable stories, and permission to find a routine that works for you. Grab your favorite drink, get comfortable, and let’s dive in!If you're interested in the Academy, fill out this form we'll give you some details asap!! https://forms.monday.com/forms/703bc0857975139468aa8f2547977f4e?r=use1

Welcome back to the Stay-at-Home Bookkeeper podcast! In today’s episode, we’re pulling back the curtain on what it really looks like to build a bookkeeping business from scratch - and why it’s so much more than just numbers.Emily Kern and Deanna Rogers sit down with Kristie Lawson, the powerhouse Student Success Coordinator at the Stay-at-Home Bookkeeper Academy, who shares her raw and inspiring journey from overworked, undervalued employee to fulfilled business owner (and homeschool mom of four!). Kristie dives into how she took the leap - even when it felt scary - and how she’s built a business for her family, with her family.You’ll hear real talk about:- The not-so-glamorous breaking point that sparked Kristie’s transformation,- What bookkeepers actually do (versus CPAs - and why both matter),- Building a business that fits your life,- How procrastination and sticky notes can go hand-in-hand with success,- The reality of learning-as-you-go and embracing imperfect action.If you’ve ever wondered if bookkeeping is really the door to more freedom and flexibility - or questioned if you’re “experienced enough” to make a change - this conversation is your sign that possibilities are closer than you think.Ready to see how real people create real freedom? Let’s dive in.If you're interested in the Academy, fill out this form we'll give you some details asap!! https://forms.monday.com/forms/703bc0857975139468aa8f2547977f4e?r=use1

On today’s episode of the Stay at Home Bookkeeper podcast, host Deanna Rogers sits down with marketing expert—and her longtime friend—James Lucente. If you’ve ever wondered how to start building your brand or get your bookkeeping business noticed online (even if you’re terrified of posting on social media), this conversation is for you.Together, they break down the real-life process of discovering your unique voice, leveraging AI tools like ChatGPT, and finding the confidence to put yourself out there—even when it feels awkward. You’ll hear practical stories about starting messy, leaning into community, and why giving back (yes, even for free sometimes) can lead to referrals that change everything.From using your phone to make compelling videos, to engaging authentically online, to building a business that feels good—not just profitable—you’ll pick up actionable marketing strategies and lots of encouragement.If you’re someone who dreams of breaking free from the 9-to-5, craves flexibility, or just wants to know how to get your first client as a stay-at-home bookkeeper, this episode will help you get started—no perfection required.Tune in to learn how to build your presence, attract clients you love, and grow your confidence one post at a time. And remember: if you’re ready to take the leap, book a free clarity call to see if the Stay-at-Home Bookkeeper Academy is your next step!If you're interested in the Academy, fill out this form we'll give you some details asap!! https://forms.monday.com/forms/703bc0857975139468aa8f2547977f4e?r=use1

Are you ready to ditch the overwhelm and build a bookkeeping business that actually fits your life? In today’s episode of the Stay-at-Home Bookkeeper Academy podcast, host Deanna Rogers and mentor Bill Rogers sit down with Rob Hamilton, Head of Go-To-Market at Digits, for a conversation packed with practical insight, real talk about technology, and empowering advice for bookkeepers at every stage.If you’ve ever wondered how AI is changing bookkeeping—or worried if it’s going to take your job—this episode will put your mind at ease. Rob Hamilton breaks down what “agentic general ledger” actually means, why relationship-building is still your superpower, and how automation can make your work faster (and maybe even a little more fun).We cover:Why you don’t need a fancy degree or tech background to succeed as a bookkeeperActionable tips to define your services and pick tools without getting stuck in overwhelmHow Digits is making cleanup work way less intimidating (spoiler: more time for what matters!)What advisory services mean for your future—and how you can start offering more value, even as a newbieStories from the trenches, including remote team hacks and real-life business leapsSo if you’re someone craving freedom and flexibility, or just want bookkeeping to feel simple, welcoming, and doable—hit play. You’ll leave with more clarity, confidence, and maybe a new favorite tool for your business journey.Ready to take the next step? Book a free clarity call and learn how the Stay-at-Home Bookkeeper Academy can support you—no permission slip required.If you're interested in the Academy, fill out this form we'll give you some details asap!! https://forms.monday.com/forms/703bc0857975139468aa8f2547977f4e?r=use1

Welcome back to the Stay at Home Bookkeeper podcast - the place where real talk meets real freedom. Today, host Deanna Rogers sits down with her longtime friend and networking expert, Casey Eberhart, for an honest, behind-the-scenes conversation about building a business and a life you love.In this episode, Casey Eberhart unpacks how even the most introverted among us can become powerful connectors - not by selling harder, but by showing up authentically and nurturing meaningful relationships. If you’ve ever felt overwhelmed by networking, or worried you don’t have hours to grow your business, you’ll love Casey’s “30-Minute Growth Plan.” It's packed with bite-sized, actionable steps you can do in just half an hour a day - from simple reach-outs to adding real value online, and celebrating the small wins that build lasting habits.Plus, you’ll hear stories of transformation, including how the tiniest shift in routine can open incredible doors (did someone say a five-minute text led to $600k in business?). Whether you’re trying to break free from a draining job, want more flexibility for your family, or need a boost of practical confidence, this episode proves you don’t have to be perfect - you just have to start.Tune in as we talk habit-building, authentic conversations, and how making connections in everyday life can be the key to scaling your bookkeeping business. If you’re ready to take one simple step toward your dream business, this is where it begins.Takeaway: You don’t have to do it alone - and you don’t have to do it “fancy.” Just show up, stay consistent, and watch what happens.Ready for more? Book a call or join the Stay-at-Home Bookkeeper Academy.If you're interested in the Academy, fill out this form we'll give you some details asap!! https://forms.monday.com/forms/703bc0857975139468aa8f2547977f4e?r=use1

Ever wondered what it really takes to start (and stick with) your own bookkeeping business—especially when the odds feel stacked against you? In today’s episode of the Podcast, Deanna Rogers and Emily Kern sit down with Alicia Porter: former “serial side hustler,” current mentor, and real-life proof that betting on yourself can change everything.Deanna Rogers and Emily Kern dig deep with Alicia about what pushed her to leave an unfulfilling job, the failed MLMs and three-month businesses that came before bookkeeping, and the surprising grit it took to build something real—with zero support at home, two kids, and a lot of late nights. Alicia shares the truth about learning as you go (yes, she googled what “reconcile” means), feeling like an imposter, and what finally made her realize, “I did this—this is my business.”We’ll talk about:The biggest mistakes new business owners make with their books (and how to avoid them)Why personality and authenticity are just as important as numbersThe emotional rollercoaster of betting on yourself, breaking old money mindsets, and building something for your familyHow AI (and all those QuickBooks automations) will—and won’t—change the industryIf you’re tired of feeling stuck, or scared to start over (again), this conversation is for you. You don’t need a fancy degree or a perfect track record—just the guts to take that next step and the community to back you up.Stay tuned, get inspired, and if you’re curious about starting your own flexible bookkeeping business, book a free clarity call with us at Stay-at-Home Bookkeeper Academy. Let’s see what’s possible, together.If you're interested in the Academy, fill out this form we'll give you some details asap!! https://forms.monday.com/forms/703bc0857975139468aa8f2547977f4e?r=use1

Ready for some real talk about starting a bookkeeping business - and building a life you actually want? In this episode, Deanna Rogers and Emily Kern sit down with the inspiring Robbin McManne: mentor, owner of Back in Black Bookkeeping, and accidental bookkeeper turned mindset powerhouse.If you’ve ever dreamed of ditching the 9-to-5 grind, creating true freedom, and maybe even working alongside your spouse, this conversation is for you. Robbin McManne opens up about leaving a big corporate job, navigating the ups and downs of entrepreneurship (including her business “finding” her at rock bottom), and the surprising challenges - and rewards - of running a business with her husband. Get ready to hear the emotional side of business ownership, real mistakes and lessons, and how a supportive community can change everything.What to expect in this episode:- Why you DON'T need a fancy degree or years of experience to get started- The reality of building a business with your partner (the good and the tough!)- How to get out of your own way and claim your new identity - bookkeeper and beyond- Tangible tips for what bookkeepers really do day to day (demystifying the work!)Honest talk about mindset, overcoming family skepticism, and trading your time for what matters mostIf you’re stuck in a job that drains you, wishing for more flexibility, or just wondering if bookkeeping could actually work for your life, stick around - and stay tuned for some practical, hopeful advice. Ready to take action? Book a free call and see how the Stay-at-Home Bookkeeper Academy can support your next chapter.If you're interested in the Academy, fill out this form we'll give you some details asap!! https://forms.monday.com/forms/703bc0857975139468aa8f2547977f4e?r=use1

Welcome to another real, down-to-earth episode of the Stay-at-Home Bookkeeper Academy podcast. Today, we’re joined by Bill Rogers, our CEO and a self-described “recovering corporate executive” who traded the 9-to-5 grind for entrepreneurship - and never looked back. Hosted by Deanna Rogers and Emily Kern, this conversation gets deep into what it actually takes to leave the corporate world, build a legacy for your family, and use your personality - yes, even if you’re an introvert - as a superpower in business.You’ll hear practical stories about starting and scaling “boring, beautiful” businesses, why bookkeeping is more about helping people than crunching numbers, and how freedom shows up in everyday life - from spontaneous trips with grandkids to working from anywhere. If you’ve ever thought, “I want more flexibility, but I’m not sure I have what it takes,” this episode will give you both a reality check and a healthy dose of encouragement.Tune in for actionable tips on client trust, overcoming imposter syndrome, and why community can make all the difference when you start something new. Bookkeeping isn’t just about spreadsheets - it’s about creating real freedom. Ready to take your first step? Hit play and let’s get into it.If you're interested in the Academy, fill out this form we'll give you some details asap!! https://forms.monday.com/forms/703bc0857975139468aa8f2547977f4e?r=use1

Welcome back to the Stay at Home Bookkeeper Academy podcast! In today’s episode, Deanna Rogers sits down for some real talk with her longtime friend and powerhouse entrepreneur, Sarah Jenkins. Sarah isn’t just running multi-million dollar companies and leading a team of over 120—she’s also raising four kids, navigating life’s toughest moments, and proving every day that building a business from the ground up is possible, no matter what you’re facing.We’ll dive deep into Sarah’s journey from humble Michigan beginnings to tech and internet marketing success, hear how she manages stress and keeps her family at the center, and uncover what “success” truly means through ups, downs, and lost loved ones. Sarah opens up about leadership, building company culture (even when you’re just starting out!), and the grounding daily habits that keep her focused on what matters most.If you’re craving more freedom, feeling stuck in a draining 9–5, or just need proof that starting messy is totally normal, this episode is for you. Get ready for heartfelt advice, practical tips you can use in your own bookkeeping business, and a few laughs along the way.Takeaways:- Real stories of overcoming adversity and family-first entrepreneurship- How to build trust and lasting team culture—big or small- Practical, honest advice for handling stress, setbacks, and work-life “balance”- Tips for growing your business, empowering your team, and supporting your family- A reminder that you’re never alone—community and support are everythingIf you’re listening and thinking, “Maybe I could do this…” this is your sign. Book a free clarity call with the Stay-at-Home Bookkeeper Academy and take that first step toward real freedom.If you're interested in the Academy, fill out this form we'll give you some details asap!! https://forms.monday.com/forms/703bc0857975139468aa8f2547977f4e?r=use1

Ever wondered what it’s really like to build a business around your life - not the other way around? In this episode of the Stay at Home Bookkeeper podcast, host Deanna Rogers sits down with powerhouse bookkeeper, entrepreneur, and mom of nine, Kirstin Reeder. Together, they dive deep into what it means to create a work-from-home business that brings real freedom and flexibility.You’ll hear Kirstin Reeder’s journey from falling in love with accounting in high school, to navigating the challenges of homeschooling and raising a large family, to becoming an industry leader serving the unique needs of travel and tourism businesses. She opens up about finding her niche, dealing with curveballs like her husband’s accident or a government shutdown, and why community is the secret ingredient to sustainable growth and support.This is a real talk episode - full of candid stories, practical tips, and the kind of inspiration that doesn’t gloss over the hard parts. Whether you’re just starting out, feeling stuck in a corporate job, or looking to scale your own business in a way that fits your life, this conversation will spark new ideas and remind you what’s possible.Ready to discover how bookkeepers like Kirstin Reeder are designing their days—and their futures - on their own terms? Tune in, and if this has you thinking, “Maybe I could do this too,” remember: your freedom might be just one small step away. Book a call and let’s help you get started.If you're interested in the Academy, fill out this form we'll give you some details asap!! https://forms.monday.com/forms/703bc0857975139468aa8f2547977f4e?r=use1

Welcome to the very first episode of the Stay at Home Bookkeeper Academy podcast! Today, DeAnna Rogers sits down with Ben Stein, founder of Double (formerly Keeper), for a conversation packed with real talk about building a flexible, rewarding bookkeeping business from home.If you've ever dreamed of ditching your 9–5, working on your own terms, or finding more freedom in your career, this episode is for you. Ben Stein shares how he started his company, why technology - especially AI - is making bookkeeping easier and more powerful, and the critical mistakes small businesses make (and how bookkeepers can help).You'll hear practical advice for getting started, tips for finding and connecting with clients, how to leverage your network (yes, even at the grocery store or hockey game!), and the honest truth about work-life balance. Plus, discover the importance of “life fitting” over traditional marketing, and why staying focused on sales is the key to growth - whether you’re starting or scaling.Tune in for transformational stories, actionable advice, and inspiration to take your next step toward a more flexible, confident, and fulfilling lifestyle.Ready to launch your own bookkeeping business? Let’s get started! Book a free clarity call and join our supportive community at the Stay at Home Bookkeeper Academy.If you're interested in the Academy, fill out this form we'll give you some details asap!! https://forms.monday.com/forms/703bc0857975139468aa8f2547977f4e?r=use1

Meet Kelly, an Academy Student.She dedicated countless hours to her accounting career. However, the demanding nature of her job often led to sacrifices, causing her to miss out on precious moments with her step-daughter.Despite the attractive salary.. Kelly found herself with more and more responsibilities...but a stagnant pay.Is it even possible to reach a 6-figure income and STILL have work/life balance?(Spoiler: Yes, it is.)Driven by this question, Kelly embarked on a journey to find the answer.Let’s watch her incredible journey to entrepreneurial freedom where she learns how to MASTER the balance between time, income and independence!Comment your questions!If you're interested in the Academy, fill out this form we'll give you some details asap!! https://forms.monday.com/forms/703bc0857975139468aa8f2547977f4e?r=use1

As the holiday season approaches, imagine what a thriving bookkeeping business could do for you in 2024.The possibilities are endless, and we're here to help you set yourself up for success, starting today.🤔 Picture this: You could be on your way to securing a few clients even before Christmas this year. It's not a far-fetched dream; it's a real opportunity that many of our students have seized, just like Jennifer, who pocketed over $11,000 in her second month right before the holidays 🎄Join us in our upcoming podcast this Sunday, Dec. 24th at 10 am CST, where we'll dive deep into ways to get started with the Academy and setting yourself up for a prosperous 2024.Don't let another year go by without taking action.Want information about joining the Bookkeeper Academy to start and scale your OWN bookkeeping business? Fill out this form here:https://wkf.ms/467A9MBIf you're interested in the Academy, fill out this form we'll give you some details asap!! https://forms.monday.com/forms/703bc0857975139468aa8f2547977f4e?r=use1

Are you prepared to take the necessary steps to reshape your life and future?Life often throws challenges our way, making us doubt our abilities... but you don't have to face them solo.Tune in to our upcoming podcast this Sunday with Robbin. Discover invaluable tips for overcoming obstacles, staying motivated, and embracing support.Robbin shares her journey with us, illustrating how you can achieve similar success.Remember, success is a journey, and your path is ready for YOU!Join us this Sunday, Dec. 17th at 10 am CST to embark on your journey and explore the incredible opportunities our Academy has in store for you.Interested in discovering how to launch and grow your own business with the Bookkeeper Academy? Fill out the form here: https://wkf.ms/467A9MBIf you're interested in the Academy, fill out this form we'll give you some details asap!! https://forms.monday.com/forms/703bc0857975139468aa8f2547977f4e?r=use1

Gabby Ianniello courageously dove headfirst into uncharted waters and said GOODBYE to the traditional 9-5 corporate grind.She charted her own path, and now, she's on a mission to ignite the entrepreneurial spark in others.Listen up!!! Her tips are seriously invaluable to someone wanting to step away from the conventional 9-5. Premieres: 11.12.23 at 10 AM CSTIf you're interested in the Academy, fill out this form we'll give you some details asap!! https://forms.monday.com/forms/703bc0857975139468aa8f2547977f4e?r=use1

Entrepreneurship was the path meant for you.Often, the fear of doing something new or unknown holds us back.We wait for the courage to come that will empower and lead us.But is that what courage is?Actually, courage is the ACT or valor of moving through the tough; taking action through fear IS courage.It's not something to wait for; it already resides within you.If you're interested in the Academy, fill out this form we'll give you some details asap!! https://forms.monday.com/forms/703bc0857975139468aa8f2547977f4e?r=use1

Listen up! This is an amazing story of entrepreneurial success, roller coaster waves, failing forward and enjoying the ride.Being an entrepreneurs means wearing many hats, but being very flexible.Learn the flexibility Jennifer had that allowed her to build her own product and grow a business successfully.Jennifer has a STRONG background in brands (she helped to grow the Red Bull Energy brand).She pivoted and started her own brand, Lekkco - Belgian Dark Chocolate Spread.Within 5 years, they grew to over 2k store locations around the US.If you're interested in the Academy, fill out this form we'll give you some details asap!! https://forms.monday.com/forms/703bc0857975139468aa8f2547977f4e?r=use1

Let me tell you something straight from the heart:It's OKAY to be nervous about  starting your business.None of us were born with a secret entrepreneur gene or some kind of superpower.It's all about experience and learning as you go.The amazing part, as a mom you've already aced the ultimate crash course in entrepreneurship. You've tackled the chaos, the task juggling, the unexpected, etc.There's nothing in the CEO world that can throw you off balance.So, if you ever feel like you're not sure about making the jump, remember that you've already conquered the toughest job there is. 💪🏼Catch the podcast releasing on 10.15.23 at 10am CSTwith Carey, Co-Founder of The LifeHack Method, and listen in for more important and VERY useful tips in diving into entrepreneurship.If you're interested in the Academy, fill out this form we'll give you some details asap!! https://forms.monday.com/forms/703bc0857975139468aa8f2547977f4e?r=use1

Your predicament: Trapped in a situation that leaves you with minimal time with your kids, building a business for someone else, limited income and more.My Mission: To help you completely transform your life.- I want to give you TIME back with your kids- I want you to NEVER choose between your kids and career- I want you to ALWAYS have control of your life- I want you to DEMAND whatever income you wantI'd do all of this in the Academy.In fact, the upcoming podcast is the perfect example of how the Academy does its magic! 🧙🏼‍♂️I got the chance to interview Drezden, an Academy student, with one of her clients, Tom.Drezden says, "[The Academy] was hands down, no questions asked best decision she's made. It completely changed her life." His words were "[Hiring Drezden] was one of the best decisions I've ever made as a solopreneur." Subscribe to our Youtube Channel here to get notified when it releases on 10.08.23 at 10am CST.https://www.youtube.com/@stayathomebookkeeperIf you're interested in the Academy, fill out this form we'll give you some details asap!! https://forms.monday.com/forms/703bc0857975139468aa8f2547977f4e?r=use1

Meet Kristen.She refused to be confined by the typical 9-to-5 world and all its boundaries. Instead, she painted her own path.Kristen's bookkeeping business allows her to be picky; she gets to be in control.She crafted a world where she dictates her time and income, all while having her kids right there with her, at home.Here's the most amazing part:She's not just managing; she's thriving—both as a dedicated mom and as a successful business owner.Kristen has shown us that when you take back control of your destiny, you can create a life that's truly extraordinary.If you're interested in the Academy, fill out this form we'll give you some details asap!! https://forms.monday.com/forms/703bc0857975139468aa8f2547977f4e?r=use1

Meet Kelsey.Amidst the challenges of Covid, Kelsey found herself navigating a rocky terrain with her job hanging on by a thread and at the whim of everyone else.She wanted more stability and flexibility. She wanted to work from home side-by-side with her son.This is a journey that really hits home for a lot of us. A story of grit and success, determination and a pursuit of something MORE.Hit Subscribe and Notify Me so you don't miss this amazing transformation.Releases on Sept 24, 2023 at 10am cstIf you're interested in the Academy, fill out this form we'll give you some details asap!! https://forms.monday.com/forms/703bc0857975139468aa8f2547977f4e?r=use1

Meet Christina.A year and a half ago, she began building a "side-gig" to have some extra spending cash.She never intended to leave her full-time job, just wanted some extra income.As the massive potential for her bookkeeping business side-gig came to light, it quickly changed Christina's goals.Only a year and a half later, Christina's growth has allowed her to focus on her business full-time from home and leave her 9-5.Join us for this full release on Sept 17, 2023 to watch Christina's inspiring transition to freedom.If you're interested in the Academy, fill out this form we'll give you some details asap!! https://forms.monday.com/forms/703bc0857975139468aa8f2547977f4e?r=use1

Meet McKenzie.Her story is a testament to the power of determination, resilience, and the art of side hustling.McKenzie began her bookkeeping journey, carefully nurturing her business while juggling a demanding full-time job and the responsibilities of home and motherhood. Her goal: to create a financial safety net, an emergency fund, for her family's future. In this podcast, we'll uncover the twists and turns of McKenzie's incredible path, highlighting the pivotal moments that propelled her from side-hustle beginnings to a full-fledged, thriving business.Book your free call so you can have success too:https://calendly.com/the-stay-at-home-bookkeeper-academy/apply-to-work-with-tiffani-and-team-podcastIf you're interested in the Academy, fill out this form we'll give you some details asap!! https://forms.monday.com/forms/703bc0857975139468aa8f2547977f4e?r=use1

Meet Kaylie:A former pharmacy technician.For so long, it's been ingrained in us to toil endlessly in our jobs, as we climb the corporate ladder.We climb for so long that when we finally look back and we're only a couple inches from the ground... it can be heartbreaking.Despite Kaylie's years of dedication to her job, she found herself limited to a meager $17.50/hr.So, with determination for change, Kaylie took a leap and ventured into bookkeeping, despite having no prior experience.In this podcast, we'll dive into how Kaylie defies the traditional narrative of "career advancement" and redefines success. She proves that anyone, including you, can write their own triumph.If you're interested in the Academy, fill out this form we'll give you some details asap!! https://forms.monday.com/forms/703bc0857975139468aa8f2547977f4e?r=use1

Meet Kate.It was a little while ago she was dreaming of a career thatdidn't require her to commute, allowed her to work from home, didn't require her to go back to school and had unlimited financial potential. "Hah... not possible," Kate said.In this podcast, Kate shares her story of resilience and determination as she transitions from the classroom to becoming a successful bookkeeping business owner. Discover how she leveraged her teaching skills to flourish in an unexpected domain and learn from her empowering journey of self-discovery and growth. Get ready to be motivated as Kate proves that with the right mindset and determination, anything is possible.If you're interested in the Academy, fill out this form we'll give you some details asap!! https://forms.monday.com/forms/703bc0857975139468aa8f2547977f4e?r=use1

Meet Jen. She transitioned from customer service agent to stay at home mom to admin/office worker TO Business Owner... and it DOUBLED her income in only 1 year.Check out the podcast to watch her full transformation and then we can chat: https://calendly.com/the-stay-at-home-bookkeeper-academy/apply-to-work-with-tiffani-and-team-podcastIf you're interested in the Academy, fill out this form we'll give you some details asap!! https://forms.monday.com/forms/703bc0857975139468aa8f2547977f4e?r=use1

Meet Alicia. She is a Bookkeeper Academy student. Before joining, she was looking for a way to work from home that could check off MANY boxes in her wishlist, like -Not having to go back to school-Working from home-Something sustainable, etc.In this Student Success Interview, we discuss Alicia's journey and how the Bookkeeper Academy has transformed her life.If you're interested in the Academy, fill out this form we'll give you some details asap!! https://forms.monday.com/forms/703bc0857975139468aa8f2547977f4e?r=use1