The Glass Sessions

Thanks for joining us for another Glass Session! This week, we're joined by Jessica Noon, founder of Daybreak Ideas. Jessica works with founders and organizations on culture transformation, org design, leadership strategy, and hiring - helping businesses build workplaces where people can actually thrive.The conversation explores:Why consistent and humane leadership matters more than everCommon hiring mistakes founders make as they scaleHow to identify your “flow zone” at workPractical advice for creating opportunities instead of waiting for themHow to pitch yourself into roles that don’t exist yetNetworking strategies for introverts and relationship-buildersWhy authentic connection is one of the highest ROI career investments you can makeJessica also shares a powerful perspective on building a career and life around “both, not either” - challenging the idea that people have to choose between ambition, fulfillment, stability, creativity, flexibility, or personal priorities.Timestamps:00:00 Welcome and Recommendations10:01 Intro to Jessica Noon of Daybreak Ideas14:56 What Daybreak Ideas Does18:13 Common Founder Hiring Mistakes31:51 Creating Your Own Career Opportunities37:08 An Introvert-Friendly Networking Playbook56:53 Glassy InsightsLinks & Resources:Jessica's Website, Daybreak Ideas: https://www.daybreakideas.com/Jessica's LinkedIn: https://www.linkedin.com/in/jessicahnoon/Jessica's Instagram: https://www.instagram.com/daybreak_jess/The Founder Shift Podcast: https://thefoundershift.com⁠⁠⁠The Glass Advisory⁠⁠⁠: theglassadvisory.comCourtney's Substack: substack.com/@courtneyattheglassadvisoryIf you’re enjoying The Glass Sessions, make sure to follow/subscribe and share with someone who’s figuring out their own version of the good life.

What you wear isn’t just about how you look - it shapes how you show up.This week, we’re joined by Wardrobe Editor founder Gab Saper to talk about the real impact of personal style on confidence, decision-making, and building a life (and business) that actually works for you.Gab shares her path from corporate roles to launching her styling business full-time after burnout - and what it actually takes to build something on your own.What we coverWhy personal style is more than aesthetics - it impacts confidence, behavior, and performanceHow getting dressed can reduce decision fatigue and free up mental “RAM”On of the hardest parts of entrepreneurship: making decisions without a boss and building communityWhat holds people back from making a career leap (money, stability, and identity shifts)How to think about scaling as a service-based founderWhat makes a great client (and how to find them)Real client transformations - from overwhelmed to confident and clearRedefining “the good life” as something you don’t need a vacation fromGab’s approach to stylingGab doesn’t believe in trends for the sake of trends. Her work is about helping clients build a wardrobe that actually works for their real life - saving time, energy, and mental load while making them feel like themselves.Her services are designed as structured, high-impact styling experiences, typically including:Style discovery to define what actually feels like youCloset editing to refine what stays, goes, and needs to changePersonal shopping to fill gaps with intentionOutfit building + ongoing support so getting dressed becomes easy and repeatableTimestamps00:00 Welcome and recommendations12:12 Intro to Gab Saper, Founder of Wardrobe Editor16:11 From corporate to styling28:55 What felt like blockers to taking styling full-time30:45 Clothes shape behavior35:48 Styling service breakdown40:21 Scaling a solo business43:37 Advice for new stylists53:47 Glassy InsightsLinks & Resources:Gab's Website: https://wardrobeeditor.comGab's Instagram: https://www.instagram.com/wardrobeeditorGab's Substack: https://wardrobeeditor.substack.comGab's TikTok: https://www.tiktok.com/@wardrobeeditorGab's Threads: https://www.threads.com/@wardrobeeditorGab's Free Guide To Feeling Hot Again: https://wardrobeeditor.myflodesk.com/hotagain⁠⁠⁠The Glass Advisory⁠⁠⁠: https://www.theglassadvisory.comCourtney's Substack: substack.com/@courtneyattheglassadvisoryIf you’re enjoying The Glass Sessions, make sure to follow/subscribe and share with someone who’s figuring out their own version of the good life.

Welcome back to The Glass Sessions!This week, we're re-releasing one of our favorite conversations from season one: how to build a personal brand that actually opens doors.We’re joined by Allie Fisher, independent creative director and former magazine art director, who breaks down what personal branding really means - and why it matters more than most people think for both job searching and leadership.This episode is grounded and actionable. We cover how to define your “why,” translate it into how you show up, and make it visible through what you share - whether that’s on LinkedIn or in everyday conversations. We also get into the exact prompts and exercises you can use to clarify your story, your strengths, and your direction.In this episode, we cover:Why personal branding isn’t optional if you want to grow your careerHow your values and audience shape your brandThe “Why → How → What” framework and how to apply itHow to audit what you’re already putting into the world (especially on LinkedIn)Simple prompts to clarify your story and communicate your workHow to translate your experience when making a pivotWays to get outside perspective when you feel stuckTimestamps:00:00 Welcome and recommendations11:23 Allie Background and Career13:19 Why Personal Brand Matters19:29 Three Word Brand Exercise22:40 How to Build Your Brand28:10 Authentic Brand Foundations35:21 Auditing Your Voice38:35 Why–How–What Bullseye46:40 Prompts To Find Your Why50:06 Simple Storytelling Prompts56:33 Glassy InsightsLinks & Resources:⁠⁠⁠The Glass Advisory⁠⁠⁠: https://www.theglassadvisory.comCourtney's Substack: substack.com/@courtneyattheglassadvisoryAllie Fisher's website: www.allie-fisher.comAllie's Instagram: www.instagram.com/allie_fishIf you’re enjoying The Glass Sessions, make sure to follow/subscribe and share with someone who’s figuring out their own version of the good life.

Welcome back to The Glass Sessions!In this episode of The Glass Sessions, we talk with Leah Zaccaria - former CPA turned community builder and founder of Shefa Yoga - to talk about what happens when the life you’ve built no longer feels like your own.Leah shares her journey from corporate accounting to creating a community-centered yoga business, and the internal work that made that shift possible. What started as a realization that external markers of success weren’t fulfilling turned into a full re-evaluation of how she wanted to live, work, and show up.This conversation is equal parts grounded and expansive - from knowing your numbers and managing cash flow, to building a business rooted in service and community.What we cover:Transitioning from CPA to building a community-first businessThe moment success stopped feeling fulfillingHow to find your intuitionLetting go of external expectations and redefining successBuilding Shefa Yoga - including opening a studio in March 2020Why financial literacy still matters in purpose-driven workCreating belonging through community, not just offeringsTimestamps:00:00 Catch up and Recommendations13:38 Leah’s Story32:46 Building Community Through Yoga46:38 Money Mindset + Financial Clarity56:29 Listening to Intuition01:02:47 Glassy InsightsLinks & Resources:Leah's personal website: https://leahzaccaria.comShefayoga Venice: https://shefayogavenice.comLeah's memoir, Seen: https://leahzaccaria.com/seen⁠⁠⁠The Glass Advisory⁠⁠⁠: https://www.theglassadvisory.comCourtney's Substack: substack.com/@courtneyattheglassadvisoryIf you’re enjoying The Glass Sessions, make sure to follow/subscribe and share with someone who’s figuring out their own version of the good life.

Most people wait too long to ask this question.They push through something that feels “off” ... until burnout hits or a layoff forces a decision they didn’t feel ready to make.In this episode of The Glass Sessions, we walk through how to spot the early signals that it might be time for a change - and what to do about it before you’re in a reactive position.At the center of the episode is a repeatable career audit - a tool you can use regularly to assess your current role and make more intentional decisions about what comes next.You’ll learn how to evaluate your role across five key areas:Fulfillment and purposeGrowth and learningCompensation and benefitsManager and team relationshipsWork-life alignmentIf your work feels off but you can’t quite explain why - or you know something needs to change but don’t know where to start - this episode will give you a clear, practical way forward.Timestamps:00:00 Catch up and Recommendations09:56 Episode Topic: Career Change11:11 Common Reasons Work Feels Off16:55 Career Audit Worksheet24:51 Interpreting Scores and Dealbreakers26:05 Negotiating and Creating Options32:51 Wrap Up and Free ResourcesLinks & Resources:The Glass Advisory's Free Resources to access the Career Audit Worksheet: https://www.theglassadvisory.com/free-resources-for-individuals⁠⁠⁠The Glass Advisory⁠⁠⁠: https://www.theglassadvisory.comCourtney's Substack: substack.com/@courtneyattheglassadvisoryIf you’re enjoying The Glass Sessions, make sure to follow/subscribe and share with someone who’s figuring out their own version of the good life.

Thanks for joining us for another week of The Glass Sessions!In this re-release episode, we re-revisit a favorite conversation from season one with Andy Regal, workplace bullying advocate and longtime media executive. Andy shares how writing his memoir during COVID led him to study workplace incivility and bullying, including conversations with global experts and research from the Workplace Bullying Institute. He breaks down what bullying actually is (and isn’t), why it’s so often overlooked or mishandled, and how power dynamics play a central role in allowing it to persist.The conversation explores how to recognize the difference between tough feedback and harmful behavior, why reporting often falls short, and what it looks like to protect yourself in environments that aren’t set up to do so.Andy also shares practical approaches to coping and healing - from restoring psychological and physical safety to finding support, rebuilding confidence, and knowing when it’s time to plan an exit.In this episode, we cover:What workplace bullying actually is (and how to spot it)Why power dynamics make bullying hard to addressThe limits of escalation and HRHow to differentiate between hard moments and harmful patternsApproaches to healing and rebuilding after toxic experiencesWhen and how to plan an exitTimestamps:00:00 Intro and Recommendations13:26 Meet Andy Regal14:27 Writing the Book17:22 What Bullying Is25:41 Bullying Culture Dynamics33:59 Unreasonable Boss Red Flags38:02 Allies and Culture Fixes42:02 Six Tenets of Healing46:18 When to Plan an Exit49:04 Resources and Movement51:13 Glassy InsightsLinks & Resources:Andy’s personal website: https://andyregal.com/Navigating Workplace Bullying Facebook Group: https://www.facebook.com/groups/noworkbulliesAndy’s Substack: https://substack.com/@aregalmedia?utm_source=top-search⁠⁠⁠The Glass Advisory⁠⁠⁠: https://www.theglassadvisory.comCourtney's Substack: substack.com/@courtneyattheglassadvisoryIf you’re enjoying The Glass Sessions, make sure to follow/subscribe and share with someone who’s figuring out their own version of the good life.

Welcome back to The Glass Sessions.This week, we’re joined by returning guest Joe Gilgoff, founder of CX Joe, who’s building an advisory business on his own terms after years leading customer experience at brands like Daily Harvest, AG1, and SeatGeek.We get into:How early service jobs (shoutout Dunkin’) shaped his obsession with customer happinessGetting fired, and using it as the catalyst to build something of his ownWhat CX Joe actually is (and how he’s monetizing it)Why he turned down a fractional role to stay aligned with his visionThe pressure of early decisions and how that stress evolves over timeHow he filters advice (and decides what to ignore)His “networking hustle” playbook: LinkedIn, dinners, outreach, and showing up consistentlyWhy he started his podcast, In the Business of HumansThe balance between human connection and AI in customer experienceWhat freedom and the “good life” look like in this season of his lifeJoe is honest about the uncertainty, the momentum, and the discipline it takes to build something from scratch, while still designing a life that actually feels good.Timestamps:00:00 Intro and Recommendations12:11 Joe’s Life Story Segment23:31 Getting Fired and Reset33:09 CX Joe Business Model40:00 Defining Ideal Clients42:27 Filtering Advice Practically49:20 Networking Hustle Playbook56:13 Why Start a Podcast01:04:09 What Good Life Means01:06:49 Where to Find Joe01:07:44 Glassy Insights TakeawaysLinks & Resources:CX Joe's website: https://www.cxjoe.com/Follow Joe Gilgoff on LinkedIn: https://www.linkedin.com/in/cxjoe/Listen to In the Business of Humans: https://open.spotify.com/show/1iN4lTZnChMClWdaZWvSgs⁠⁠⁠The Glass Advisory⁠⁠⁠: https://www.theglassadvisory.comDetailed Show Notes⁠⁠⁠: https://www.theglassadvisory.com/theglasssessionspodcastCourtney's Substack: substack.com/@courtneyattheglassadvisoryIf you’re enjoying The Glass Sessions, make sure to follow/subscribe and share with someone who’s figuring out their own version of the good life.

Advice is everywhere.Friends share what worked for them. Managers guide based on company needs. Family weighs in from a place of security - or fear.But advice isn’t neutral. It reflects someone else’s experiences, incentives, and worldview.In this episode, we break down how to tell the difference between advice that helps - and advice that pulls you off your path.We cover:Who’s actually worth listening to (and what to look for beyond success)Why “do what I did” is often a red flagHow to spot hidden incentives from employers, family, and othersThe role of people-pleasing in bad decision-makingThe difference between someone giving answers vs. helping you thinkAt the core: the best advisors don’t tell you what to do. They help you get to your own answer.Mastering this skill helps you:Make fewer reactive decisionsNavigate career pivots more confidentlyBuild stronger judgmentTimestamps:00:00 Intro and Recommendations10:02 Episode Topic: Taking Advice14:18 Advice vs Comfort Boundaries16:51 Family Advice and Biases21:38 Bias in Career Advice25:25 Connector Mentors27:48 Trust and Challenge Balance31:12 Red Flags in Advice36:59 People Pleasing Pitfalls38:28 The Neutrality of CoachingLinks & Resources:⁠⁠⁠The Glass Advisory⁠⁠⁠: https://www.theglassadvisory.comDetailed Show Notes⁠⁠⁠: https://www.theglassadvisory.com/theglasssessionspodcastCourtney's Substack: substack.com/@courtneyattheglassadvisory

Welcome back to The Glass Sessions!This week, we’re joined by Garri Rivkin, Founder and Executive Director of City Tutors , an organization that has helped more than 8,000 learners access tutoring, mentorship, and career guidance in New York City.Garri shares his journey from arriving in Queens as a Jewish refugee from Lithuania in 1996, learning English while working at a young age, and finding support through teachers, mentors, and the CUNY system that helped shape his path.That experience ultimately inspired him to build the kind of support network he once needed. What began in 2013 as a tutoring program at City College later expanded through the Colin Powell School, became an independent 501(c)(3) in 2020, and during the pandemic evolved into a broader mentoring initiative connecting learners with professionals around the world.We talk about:Growing up as a refugee and navigating a new cultureThe mentors and teachers who opened doorsStarting City Tutors as a small campus projectExpanding the program during the pandemicWhy access to information and mentorship changes livesWe close with a new segment, Glassy Insights, summing up some key takeaways from Garri.If you care about education, mentorship, or creating opportunities for the next generation, this conversation will inspire you.Timestamps00:00 Intro and Recommendations09:35 Meet City Tutors12:02 Garri's Origin Story25:53 Finding Purpose In Service29:22 Finding Home at CUNY33:31 City Tutors Origin Story36:32 Pandemic Pivot to Mentors42:44 Impact Stories and Belonging47:08 Writing and Identity51:54 Garri's Good Life53:05 How to Get Involved54:45 Glassy Insights Wrap-UpLinks & Resources:The City Tutors: https://www.thecitytutors.org⁠⁠⁠The Glass Advisory⁠⁠⁠: https://www.theglassadvisory.comDetailed Show Notes⁠⁠⁠: https://www.theglassadvisory.com/theglasssessionspodcastCourtney's Substack: substack.com/@courtneyattheglassadvisory

Welcome back to The Glass Sessions!This week we’re joined by Jeff Carlson, Head of Education, Strategy, and Advocacy at Clever, whose career has been shaped by a deep commitment to education and the rural communities that raised him.Jeff grew up in rural Idaho before heading east to attend Georgetown. After graduating, he joined Teach for America and moved to the Bronx to teach middle school, an experience that solidified his commitment to education equity. From there, Jeff spent time working in Washington, DC, including on Capitol Hill, while continuing to deepen his focus on education policy and access.Over the years, his work has taken him from classrooms to federal policy to graduate programs focused on rural education. Today, Jeff has returned to Idaho with his husband, Ben, and their dogs, continuing to advocate for students and communities through his work at Clever and through local civic engagement.In this conversation, Jeff reflects on how relationships and networks have shaped his career decisions, why rural identity still plays a defining role in his work, and how everyday people can meaningfully engage in their communities.We also talk about Jeff’s volunteer work as a guardian ad litem, his involvement in state policy conversations around education and AI, and why maintaining optimism matters when you care deeply about the future.Jeff’s definition of a good life?Contributing more than you take, improving the world for the next generation, and allowing space for daily joy, weekly sorrow, and regular self-reflection.If you’ve ever wondered how your career can connect to something bigger than yourself, this conversation will resonate.Timestamps:00:00 Catch up and recommendations10:37 Intro to Jeff and his story29:18 Career decisions and networking35:47 Volunteering and public service37:28 Getting involved locally47:14 Everyday community activism55:40 Defining the good lifeLinks & Resources:Jeff Carlson's LinkedIn: https://www.linkedin.com/in/drjeffcarlson⁠⁠⁠The Glass Advisory⁠⁠⁠: https://www.theglassadvisory.comDetailed Show Notes⁠⁠⁠: https://www.theglassadvisory.com/theglasssessionspodcastCourtney's Substack: substack.com/@courtneyattheglassadvisory

Thanks for tuning into this week's Glass Session!In this solo episode, we explore what it really means to explore your inner "why" and how to uncover your deeper motivations, values and passions.Grab a pen and paper for this one - we offer prompts for personal reflection.We talk about:The reflection questions we use in career coaching to uncover patternsWhat your spare time, daydreams, and natural strengths revealThe difference between resume wins and eulogy valuesTurning standout moments into future directionWhy synthesizing your answers (often with outside support) is keyWe reference examples from past guests like Erin, Peter, and Austin & Matt, pulling out the through-lines that connect joy, resilience, risk tolerance, and values-based decision-making.If you’ve been successful on paper but feel disconnected underneath - this episode will give you a practical way back to yourself.Timestamps:00:00 Catch up and recommendations12:47 Intro to Finding Your Inner "Why"16:24 Why we lose sight of our "Why"31:33 Defining personal wins43:39 Daydreaming with purpose47:38 If you couldn't failLinks & Resources:Courtney's Substack: substack.com/@courtneyattheglassadvisoryDetailed Show Notes⁠⁠⁠: https://www.theglassadvisory.com/theglasssessionspodcast⁠⁠⁠The Glass Advisory⁠⁠⁠: https://www.theglassadvisory.com

Welcome back to The Glass Sessions! In this episode, Austin Croteau joins us from Greece to share how she and her husband Matt sold their house, left traditional careers, and began traveling the world with their four young boys - all in pursuit of a life that felt more aligned.“This defined American Dream just wasn’t what we wanted anymore.”We talk about:Selling everything and joining Boundless Life in GreeceNavigating judgment from family and friendsPaying off debt, living off savings, and rethinking 401k tradeoffsHow relationships and community opened unexpected career doorsRaising kids without a traditional blueprintRisk tolerance (“we’re not bankrupt yet”) and redefining wealthAustin shares how meeting other traveling families helped them build community, how Matt ultimately secured a remote role through a connection made abroad, and why “saying yes and talking to everybody” continues to shape their path.If you’ve ever questioned the default path - this conversation will resonate.Timestamps:00:00 Welcome and weekly catch-up13:08 Meet Austin27:28 Selling Everything & Moving to Greece41:25 Rethinking Wealth & the American Dream47:04 Raising Great HumansLinks & Resources:Austin's Instagram: @thewingingitfamilyAustin's Resources For Traveling Families: https://stan.store/digitalnomadfamilyworld?utm_source=ig&utm_medium=social&utm_content=link_in_bioDetailed Show Notes⁠⁠⁠: https://www.theglassadvisory.com/theglasssessionspodcast/break-free-from-imposter-syndrome⁠⁠⁠The Glass Advisory⁠⁠⁠: https://www.theglassadvisory.com

Welcome to another Glass Session! This week, we have friend of the podcast, Erin Sears. She's a military wife, mother of two, and real estate agent whose career has evolved alongside some of life’s biggest transitions.Erin shares her journey from being an elite runner growing up to attending Columbia University, where she studied and eventually built a career in marketing, advertising, and magazine writing. Her path shifted when she met her husband just before his deployment, stepping into military life and moving overseas to Germany, where she raised her daughters largely on her own while her husband was deployed during COVID.Through it all, Erin reflects on the power of intuition, resilience, and community. She opens up about what it meant to receive help when she needed it most, and how that experience shaped her desire to give back. After returning to the U.S., Erin earned her real estate license and built a career rooted in service, gratitude, and a deep respect for the communities that have supported her family.In this episode, we cover:Erin’s early identity as an elite runner and how it shaped her driveTransitioning from writing and advertising into military lifeNavigating deployment, motherhood, and isolation during COVIDThe strength and complexity of military spouse communitiesMaking bold career shifts Choosing work that aligns with your values and sense of purposePracticing gratitude and giving back to the communities that carried youTimestamps:00:00 Welcome and weekly catch-up15:47 Guest introduction: Erin Sears18:28 Erin’s life story and career journey31:37 Receiving help and giving back39:00 Support systems and healthy conflict48:56 Choosing military life59:09 Practicing gratitude and building communityLinks & Resources:Detailed Show Notes⁠⁠⁠: https://www.theglassadvisory.com/theglasssessionspodcast/break-free-from-imposter-syndrome⁠⁠⁠The Glass Advisory⁠⁠⁠: https://www.theglassadvisory.com

Thanks for joining us for another episode of The Glass Sessions!In this episode, we sit down with Peter Dolkas, interior designer and co-founder of Studio Dorion, for a wide-ranging conversation about risk, intuition, and building a career that evolves with you.Peter shares his path from Palo Alto to boarding school, studying costume design at Carnegie Mellon, and eventually building a successful interior design studio in New York. Along the way, he reflects on the moments when he knew something wasn’t working, and how learning to listen to that signal led him to make bold changes.This episode is a reminder that meaningful careers aren’t linear, and that paying attention to what feels off can be the first step toward something better.What We Cover:Peter’s early life and creative education - and how it shaped his careerRecognizing when it’s time to make a changeTaking risks without a clear roadmapThe realities of entrepreneurshipAdvice for anyone who feels stuck or restless right nowTimeline:00:00 Welcome and weekly catch-up12:32 Peter’s life journey and career transitions29:14 Boundaries and mental health36:38 Embracing failure and identity beyond work39:56 The journey to entrepreneurship43:56 Creating a positive work environment46:44 Future goals and personal growth50:03 Advice for those feeling stuckLinks & Resources:Detailed Show Notes⁠⁠⁠: https://www.theglassadvisory.com/theglasssessionspodcast/break-free-from-imposter-syndrome⁠⁠⁠The Glass Advisory⁠⁠⁠: https://www.theglassadvisory.com

Welcome back to another Glass Session!In this episode we sit down for a reflective conversation about personal fulfillment, professional growth, and what it looks like to live a life rooted in abundance. We highlight Lauren's journey and explore how clarity and self-reflection shaped her career decisions, including why aligning work with the life she wants requires looking beyond titles, compensation, or external validation. We talk about the role of supportive families and mentors, the importance of intuition (and how to tell it apart from anxiety), and how definitions of success and fulfillment evolve across different seasons of life.We also discuss the realities of entrepreneurship - the tradeoffs, the freedom, and the responsibility of choosing your own path - and why abundance isn’t about having more, but about making intentional choices that support a meaningful, sustainable life. At the core of this conversation is a shared commitment to helping others find more joy, clarity, and stability in their professional lives through thoughtful, guided decision-making.This episode is an honest look at how abundance shows up in real life: through intentional choices, shifting priorities, and a willingness to keep redefining what the good life means to Lauren.Links & Resources:Detailed Show Notes⁠⁠⁠: https://www.theglassadvisory.com/theglasssessionspodcast/break-free-from-imposter-syndrome⁠⁠⁠The Glass Advisory⁠⁠⁠: https://www.theglassadvisory.com

Welcome to the official season two opening episode of The Glass Sessions!In this episode, we get personal with Courtney. You'll hear how how experience as an entrepreneur contributes to her definition of the “good life” - what she expected going in, what’s been harder than anticipated, and what’s surprised her most along the way. Together, we unpack the trade-offs that come with building something of your own, including freedom, flexibility, uncertainty, and responsibility, and why none of it fits into a neat highlight reel.We reflect on how childhood experiences, early jobs, and past career chapters shaped their relationship to work, ambition, and success. The conversation blends honest storytelling with practical perspective, offering listeners space to examine their own values, priorities, and assumptions about what meaningful work actually looks like.This episode sets the tone for Season Two: real stories and thoughtful conversations about building a life that feels good to you - not just one that looks good on paper.In this episode, we cover:What entrepreneurship gives you - and what it asks of youHow early experiences shape our definition of successThe role of freedom and flexibility (and their limits)Why values matter more than titles or timelinesThe importance of relationships in building a good lifeQuestions worth asking as you think about your own next chapterWhether you’re an entrepreneur, considering a pivot, or simply rethinking your relationship with work, this conversation invites reflection - without pushing a single “right” answer.Links & Resources:Detailed Show Notes⁠⁠⁠: https://www.theglassadvisory.com/theglasssessionspodcast/break-free-from-imposter-syndrome⁠⁠⁠The Glass Advisory⁠⁠⁠: https://www.theglassadvisory.com

Welcome to Season 2 of The Glass Sessions! Season 2 of The Glass Sessions is about work, meaning, and the decisions people make to build a life that feels like their version of the Good Life.This season, we’ll be introducing you to people who find a genuine sense of meaning in their work - and we’ll talk openly about how they got there. The tradeoffs they made. The risks they took. The moments they questioned themselves. And the choices that shaped where they are today.We’re not delusional about what work actually looks like.Even people who find deep meaning in what they do still have tough days. They navigate difficult relationships, conflict, burnout, and uncertainty. Most don’t wake up every morning full of joy and anticipation to go to work - and that’s a reality of modern work (and late-stage capitalism) that we’re not interested in glossing over.What we are interested in is what’s possible.We hope these stories serve as inspiration and, just as importantly, as real-world models for what it can look like to pursue meaningful work without pretending it’s perfect.When we’re not talking to guests, we’ll dig into topics connected to pursuing and defining the good life for yourself - from schools of thought that explore meaning and fulfillment, to practical strategies people have used to create more alignment, agency, and satisfaction in their work.We’re starting the season next week with Courtney’s story.We can’t wait to go on this journey with you.

Welcome back to another episode of The Glass Sessions! In this special compilation episode we are revisiting some of our favorite “Is This Okay?” questions from the past year.What is the “Is This Okay?” segment?“Is This Okay?” is a recurring segment on The Glass Sessions where listeners submit real, anonymized situations they’re dealing with at work.They’re often gray-area moments - not clearly right or wrong - involving:Managers and coworkersBoundaries and expectationsFeedback, promotions, and performanceOffice norms that feel…questionableWe break each scenario down by:What may be happening beneath the surfaceWhat’s reasonable vs. what’s normalizedHow to think through your optionsPractical ways to respond or move forwardYou’ll likely hear a scenario (or two) that sounds…very familiar.Links & Resources:⁠⁠⁠The Glass Advisory⁠⁠⁠: https://www.theglassadvisory.comHave a workplace situation you'd like us to talk through? ⁠⁠Submit it here⁠⁠: ⁠https://www.theglassadvisory.com/contact⁠

In this re-release episode of The Glass Sessions, we revisit one of our most resonant conversations in the archive - all about imposter syndrome and how it actually shows up at work.We dive deep into imposter syndrome:What it is (and what it definitely isn’t)How it shows up differently for managers and leadersThe common reactions that keep people stuckPractical tools to interrupt the cycle of self-doubtWe share personal experiences navigating imposter syndrome, especially in moments of visibility, growth, and leadership. We explore the role of both internal and external validation, the importance of psychological safety, and why proactive communication can be one of the most effective antidotes to feeling like you don’t belong.This episode is a reminder that imposter syndrome isn’t a personal flaw - it’s often a signal that you’re stretching, growing, and stepping into something new.Timestamps: 00:00 - Side chat and what we've learned12:30 - Imposter syndrome discussion45:54 - Is this okay? My team has been asked to volunteer to lead webinars but I don't want to. Is it okay to not raise my hand?Links & Resources:O*Net⁠⁠⁠: Career and Industries database discussed in episode: https://www.onetonline.orgDetailed Show Notes⁠⁠⁠: https://www.theglassadvisory.com/theglasssessionspodcast/break-free-from-imposter-syndrome⁠⁠⁠The Glass Advisory⁠⁠⁠: https://www.theglassadvisory.comHave a workplace situation you'd like us to talk through? ⁠⁠Submit it here⁠⁠: ⁠https://www.theglassadvisory.com/contact⁠

In this re-release episode, we revisit one of our favorite conversations on networking, with friend and former colleague Joe Gilgoff, CX Advisor to Elite Brands.With the holiday season and new year in full swing, this episode is a timely reminder that networking doesn’t have to feel transactional, awkward, or performative. Joe shares practical, grounded advice on how to build relationships authentically - whether you’re attending holiday parties, navigating career transitions, or simply trying to expand your professional circle with intention.Together, we unpack:Why most people overthink networking (and how to stop)How to manage social anxiety in professional settingsWhat actually makes someone memorableThe role curiosity, generosity, and follow-through play in long-term career growthIf networking has ever felt uncomfortable or unclear, this conversation offers a refreshing, human-first approach.Timestamps:00:00 - Side chat and what we've learned14:10 - Networking conversation with Joe53:33 - Is this okay? How to handle a request for a job referral from someone you don't know and haven't worked withLinks & Resources:⁠⁠⁠Detailed Show Notes⁠⁠⁠: https://www.theglassadvisory.com/theglasssessionspodcast⁠⁠⁠The Glass Advisory⁠⁠⁠: https://www.theglassadvisory.comHave a workplace situation you'd like us to talk through? ⁠⁠Submit it here⁠⁠: ⁠https://www.theglassadvisory.com/contact⁠

Thanks for joining us for part 2 of Putting Your Performance Review Into Action! In this episode, we build on last week’s conversation by focusing on what comes after you’ve done the reflection work for your performance review - how to actually use it to move your career forward.We weave together end-of-year reflections, personal stories, and practical guidance on making your growth visible. From updating your LinkedIn profile to sharing your wins more publicly, this episode is all about turning insight into momentum.In this episode, we cover:How to make the work you did for your performance review visiblePractical ways to update your LinkedIn to reflect your growthWhy reflection is most powerful when it leads to actionLessons learned from a challenging year - and how to apply the learnings moving into next yearThis is a thoughtful, actionable listen for anyone heading into the new year wanting to be more intentional about how they show up professionally.Timestamps:00:00 - Sidechat and what we've learned12:38 - Putting your performance review into action discussion38:22 - Is this okay? A colleague continues to pronounce my name incorrectly and I'm at the point that I want to report him to HR. Am I blowing this out of proportion?Links & Resources:⁠⁠⁠Detailed Show Notes⁠⁠⁠: https://www.theglassadvisory.com/theglasssessionspodcast⁠⁠⁠The Glass Advisory⁠⁠⁠: https://www.theglassadvisory.comHave a workplace situation you'd like us to talk through? ⁠⁠Submit it here⁠⁠: ⁠https://www.theglassadvisory.com/contact⁠

Welcome back to The Glass Sessions!In this episode we break down how to turn your performance review into meaningful, achievable progress for the year ahead.This episode is your step-by-step guide to moving from feedback → clarity → action.You’ll learn how to:Translate review themes into concrete, measurable goalsUse AI tools to get clearer on strengths, gaps, and blind spotsAlign your goals with your manager’s priorities (and why this matters more than most people realize)Identify skill gaps and build a plan for strengthening themCreate simple systems for tracking wins and momentum throughout the yearProactively get support from mentors, peers, and your broader networkRecalibrate goals as the business shifts — without losing momentumThis is Part 1 of a two-part series designed to help you take ownership of your growth, deepen your self-awareness, and walk into the new year with a clear, grounded plan.Timestamps:00:00 - Sidechat and what we've learned9:03 - Putting your performance review into action discussion30:23 - Is this okay? A manager from another team asked me for feedback about their direct report but I don't want to get them in trouble. Links & Resources:⁠⁠⁠Detailed Show Notes⁠⁠⁠: https://www.theglassadvisory.com/theglasssessionspodcast⁠⁠⁠The Glass Advisory⁠⁠⁠: https://www.theglassadvisory.comHave a workplace situation you'd like us to talk through? ⁠⁠Submit it here⁠⁠: ⁠https://www.theglassadvisory.com/contact⁠

Thanks for joining us for another Glass Session! This week we chat with Nik Kinley, London-based leadership consultant, psychologist, and author of The Power Trap, to explore one of the most important (and misunderstood) topics in leadership: how power actually changes people.Nik breaks down the six psychological and behavioral shifts that happen as people gain authority, including decreased empathy, increased goal-focus, and the amplification of whatever internal states a leader already brings to the table. We unpack why these changes occur, why they’re often invisible to the leader themselves, and how even well-intentioned people can fall into the “power trap.”We discuss what leaders can do about it:Reducing distance between themselves and their teamsCreating open channels for information and criticismBuilding habits that keep ego in checkStaying grounded during rapid career growthWhether you’re already in a leadership role or preparing for one, this conversation offers a practical roadmap for managing the effects of power.Timestamps:00:00 - Sidechat and what we've learned11:37 - Conversation with Nik Kinley about power48:05 - Is this okay? I don't know if my manager has given me credit for work we co-created with senior leadership.Links & Resources:Nik Kinley's website: https://nikkinley.comNik Kinley's Substack: https://substack.com/@nikkinleyNik Kinley's LinkedIn: https://www.linkedin.com/in/nikkinley/⁠⁠⁠Detailed Show Notes⁠⁠⁠: https://www.theglassadvisory.com/theglasssessionspodcast⁠⁠⁠The Glass Advisory⁠⁠⁠: https://www.theglassadvisory.comHave a workplace situation you'd like us to talk through? ⁠⁠Submit it here⁠⁠: ⁠https://www.theglassadvisory.com/contact⁠

Thanks for joining us for another Glass Session! In this episode, we unpack how to navigate performance reviews when your perception of your work doesn’t fully match your manager’s feedback. We talk about how to approach reviews with an open mindset, how to use AI tools to process and understand feedback, and why storytelling your achievements is one of the most underrated skills for career growth.You’ll also hear practical tips on overcoming imposter syndrome, increasing your visibility at work, and avoiding surprises during review season. We discuss:How to approach your self-review in a way that sets you up for success from the beginningWhat to do when your feedback feels misalignedHow AI tools can help you break down and interpret performance notesThe role of storytelling in making your impact visibleWhy peer feedback matters more than people realizeHow to approach the performance conversation with your managerTimestamps:00:00 - Side chat and what we've learned10:46 - Conversation about what to do when you and your manager's perception of your performance is misaligned44:30 - Is this okay? I'd rather not attend industry events even though others from my office do.Links & Resources:⁠⁠⁠Detailed Show Notes⁠⁠⁠: https://www.theglassadvisory.com/theglasssessionspodcast⁠⁠⁠The Glass Advisory⁠⁠⁠: https://www.theglassadvisory.comHave a workplace situation you'd like us to talk through? ⁠⁠Submit it here⁠⁠: ⁠https://www.theglassadvisory.com/contact⁠

Thanks for joining us for another episode of The Glass Sessions!In this episode, we break down why continuous learning is one of the most underrated drivers of career and business growth. We talk about how curiosity fuels better decision-making, how to spot your learning gaps before they become performance gaps, and simple ways to build learning into your week - no overwhelm required.You’ll also hear practical tips on developing new skills, using feedback as data, and staying relevant in a rapidly changing workplace.We discuss:Why learning shouldn’t stop once you master your jobHow curiosity fuels career growth (and business growth!)The habits we’ve seen top performers and strong leaders use to stay sharpSmall, doable ways to build learning into your weekHow to identify your learning gaps before they turn into performance gapsWhy “I don’t have time” is usually a sign of misalignment, not impossibilityContinuous learning is one of the most powerful ways to stay relevant, energized, and confident in your direction.Timestamps:00:00 - Side chat and what we've learned10:47 - The case for continuous learning conversation42:45 - Is this okay? Can I give my manager feedback about our team meetings?Links & Resources:⁠⁠⁠Detailed Show Notes⁠⁠⁠: https://www.theglassadvisory.com/theglasssessionspodcast⁠⁠⁠The Glass Advisory⁠⁠⁠: https://www.theglassadvisory.comHave a workplace situation you'd like us to talk through? ⁠⁠Submit it here⁠⁠: ⁠https://www.theglassadvisory.com/contact⁠

Welcome back to another episode of The Glass Sessions!This week, we talk with someone who has shaped our careers more than he knows - our longtime mentor and friend, Bob Schweitzer.Bob is an Operations executive with 30 years of experience leading and implementing finance, sales, call center, manufacturing and personnel strategies. We met Bob while working our first post-college jobs together, while he was heading up finance, legal, operations, client success and sales, and he's played an integral part of our lives ever since.Whether you’re seeking a mentor, becoming one, or trying to deepen a relationship you already have, this conversation is packed with wisdom you can use today.We cover:How mentorship works - both organically and through formal programsWhat makes a mentor - mentee relationship lastNavigating key career decisions with someone in your cornerWhy mentorship benefits both people - not just the menteeHow generational perspectives strengthen a working relationshipThe realities of remote work + staying connectedAdvice for finding (and being) a great mentorOur favorite advice we've received from a mentorTimestamps:00:00 - Side chat and what we've learned12:23 - Mentor conversation with Bob46:00 - Is this okay? Giving your manager a holiday giftLinks & Resources:Bob Schweitzer's LinkedIn: www.linkedin.com/in/robertaschweitzer⁠⁠⁠Detailed Show Notes⁠⁠⁠: https://www.theglassadvisory.com/theglasssessionspodcast⁠⁠⁠The Glass Advisory⁠⁠⁠: https://www.theglassadvisory.comHave a workplace situation you'd like us to talk through? ⁠⁠Submit it here⁠⁠: ⁠https://www.theglassadvisory.com/contact⁠

Thanks for joining us for another episode of The Glass Sessions! This week we're talking about change and how to navigate it in a way that sets your career apart. We break down what it looks like to move through organizational change with confidence, clarity, and influence. Whether you’re facing big shifts or simply want to be ready when they come, this one’s packed with practical approaches you can start applying immediately.We discuss:What the Support Continuum is, and how to use it to respond to change intentionallyWhy approaching change with curiosity (not fear) helps you contribute more effectivelyHow to have data-driven conversations with your manager when you disagreeWays to show leadership during transitions without having formal authorityHow to manage the emotional side of changeThe risks of resisting technological adoption (especially AI)Timestamps:00:00 - Side chat and what we've learned recently12:01 - How to manage change like a pro discussion43:28 - Is this okay? Asking another manager to be a reference.Links & Resources:⁠⁠⁠Detailed Show Notes⁠⁠⁠: https://www.theglassadvisory.com/theglasssessionspodcast⁠⁠⁠The Glass Advisory⁠⁠⁠: https://www.theglassadvisory.comHave a workplace situation you'd like us to talk through? ⁠⁠Submit it here⁠⁠: ⁠https://www.theglassadvisory.com/contact⁠Documentary discussed, Scott Fujita: Fear, Football and the Theft of Freedom: https://www.youtube.com/watch?v=etiH0cbeyTkIf you’re interested in one-on-one career advising or want to partner with The Glass Advisory to support your growing business, visit us at ⁠⁠⁠⁠theglassadvisory.com⁠⁠⁠⁠.

Thanks for joining us for another Glass Session! On this week's episode, we break down what it takes to have great meetings - ones that actually drive connection, clarity, and results. We share practical tips on how to prepare, participate, and follow up effectively, plus insights on navigating power dynamics and building relationships across teams. You'll learn practical tips for:Preparing for a meeting so you walk in confident, not reactiveWhat it means to calibrate your presence (and why that matters)Managing power dynamics and keep conversations productiveMistakes to avoid when in meetingsFollowing up as your secret weapon for credibility and connectionHow to build rapport quickly with new team membersTimestamps:00:00 - Side chat and what we've learned recently12:22 - Practical conversation about how to make the most of your meetings40:47 - Is this okay? Working abroad and avoiding telling my managerLinks & Resources:⁠⁠⁠Detailed Show Notes⁠⁠⁠: https://www.theglassadvisory.com/theglasssessionspodcast⁠⁠⁠The Glass Advisory⁠⁠⁠: https://www.theglassadvisory.comHave a workplace situation you'd like us to talk through? ⁠⁠Submit it here⁠⁠: ⁠https://www.theglassadvisory.com/contact⁠If you’re interested in one-on-one career advising or want to partner with The Glass Advisory to support your growing business, visit us at ⁠⁠⁠⁠theglassadvisory.com⁠⁠⁠⁠.

Welcome back to The Glass Sessions!This week, we’re diving into the world of side hustles with Hailey Ben-Izhak, a multi-hyphenate entrepreneur who’s turned her side projects into a full-time career.Hailey shares what it’s really like to balance multiple ventures - from running a photo booth company to working in healthcare tech - and what she’s learned about time, energy, and focus along the way.We cover everything from being transparent with your employer to knowing when to scale, pause, or pivot. Whether you’re dreaming about launching a side hustle or already juggling a few, this episode is full of insight on how to grow without burning out.We discuss:How to balance a side hustle with a full-time jobBeing transparent with your employer (what to consider and why it matters)Time management and setting boundariesThe difference between overwhelm and growth discomfortHow therapy, self-reflection, and community support long-term successUsing your professional network and personal brand to fuel growthTimestamps:00:00 - Side chat and what we've learned recently9:30 - Discussion on side hustles57:57 - Is this okay? Making a case to your manager to attend a conferenceLinks & Resources:Hailey's LinkedIn: https://www.linkedin.com/in/hailey-ben-izhak/⁠⁠⁠Detailed Show Notes⁠⁠⁠: https://www.theglassadvisory.com/theglasssessionspodcast⁠⁠⁠The Glass Advisory⁠⁠⁠: https://www.theglassadvisory.comHave a workplace situation you'd like us to talk through? ⁠⁠Submit it here⁠⁠: ⁠https://www.theglassadvisory.com/contact⁠If you’re interested in one-on-one career advising or want to partner with The Glass Advisory to support your growing business, visit us at ⁠⁠⁠⁠theglassadvisory.com⁠⁠⁠⁠.

Episode Description: In this episode of The Glass Sessions, we break down how to evaluate a company before determining if it'd be a place you'd want to join. We cover:What to look for on company websites, job descriptions, and press releasesHow to evaluate benefits, compensation philosophy, and financial healthSmart ways to read employee and client reviews (with a grain of salt)Questions that reveal real growth opportunities during interviewsThe green flags that signal healthy organizationsThe red flags that suggest it’s time to move onWhether you’re job-hunting, interviewing, or just re-evaluating where you are, this episode will help you build the confidence and clarity to make career decisions that align with your values.Timestamps:00:00 - Side chat and what we've learned recently10:02 - Discussion on how to evaluate a company44:59 - Is this okay? Handling negative feedback about a colleagueLinks & Resources:⁠⁠⁠Detailed Show Notes⁠⁠⁠: https://www.theglassadvisory.com/theglasssessionspodcast⁠⁠⁠The Glass Advisory⁠⁠⁠: https://www.theglassadvisory.comHave a workplace situation you'd like us to talk through? ⁠⁠Submit it here⁠⁠: ⁠https://www.theglassadvisory.com/contact⁠If you’re interested in one-on-one career advising or want to partner with The Glass Advisory to support your growing business, visit us at ⁠⁠⁠⁠theglassadvisory.com⁠⁠⁠⁠.

Episode Summary:In this episode of The Glass Sessions, Courtney and Lauren talk about how to close out the year with clarity, energy, and intention instead of just sprinting to the finish line.We share practical ways to align with your manager before year-end reviews, build momentum on key goals, and communicate clearly about what’s next. We dive into how to tell the story behind your results, especially if you may not be on the path to hitting all of your goals, and how to reframe those experiences to strengthen trust and growth.You’ll hear actionable advice on:Conducting a personal and professional audit before Q4 endsUsing the Why / How / What framework to clarify your next moveMaking a case for change or promotionTaking advantage of underused employee benefitsStrengthening your network before the holidaysTimestamps:00:00 - Side chat and what we've learned recently10:11 - Helpful tips and strategies to set yourself up for success in the last quarter of the year45:19 - Is This Okay?: Applying for a new internal role after my manager has been teasing a promotion for years.Links & Resources:⁠⁠⁠Detailed Show Notes⁠⁠⁠: https://www.theglassadvisory.com/theglasssessionspodcast⁠⁠⁠The Glass Advisory⁠⁠⁠: https://www.theglassadvisory.comHave a workplace situation you'd like us to talk through? ⁠⁠Submit it here⁠⁠: ⁠https://www.theglassadvisory.com/contact⁠If you’re interested in one-on-one career advising or want to partner with The Glass Advisory to support your growing business, visit us at ⁠⁠⁠⁠theglassadvisory.com⁠⁠⁠⁠.

Episode Summary:In this episode of The Glass Sessions, hosts Lauren and Courtney sit down with Katelyn Lopez, VP of Customer Success at Comprehensive, to unpack one of the most complex, and often confusing, parts of work: compensation.Katelyn shares her expertise on:How to think about compensation philosophy and why it mattersThe building blocks of total rewards systems-salary, equity, benefits, PTO, and beyondWhat employees should know about pay transparency, equity, and negotiation strategiesThe common challenges managers face during compensation cycles and how to navigate themTimestamps:00:00 - Side chat and what we've learned recently10:10 - Deep dive on compensation with Katelyn Lopez01:04:22 - Is This Okay?: Two weeks’ notice in 2025Links & Resources:Katelyn's LinkedIn: https://www.linkedin.com/in/katelynmdennisComprehensive's Free Market Data Tools: https://app.comprehensive.io/benchmarking/s/jobFamily=Software+Engineering&level=IC3⁠⁠⁠Detailed Show Notes⁠⁠⁠: https://www.theglassadvisory.com/theglasssessionspodcast⁠⁠⁠The Glass Advisory⁠⁠⁠: https://www.theglassadvisory.comHave a workplace situation you'd like us to talk through? ⁠⁠Submit it here⁠⁠: ⁠https://www.theglassadvisory.com/contact⁠If you’re interested in one-on-one career advising or want to partner with The Glass Advisory to support your growing business, visit us at ⁠⁠⁠⁠theglassadvisory.com⁠⁠⁠⁠.

Episode Summary:Trust is the quiet superpower that opens doors at work and in life. In this episode, Courtney and Lauren chat about what actually builds trust - from the little habits (showing up on time) to the big practices (admitting mistakes, being transparent, and giving credit). Expect candid stories, generational perspectives, and practical tips you can start using in your next meeting.What you’ll learn:Why trust is a career multiplier - not a soft skill.Concrete behaviors that build credibility (and the habits that quietly erode it).How storytelling and social proof amplify trust.Practical ways to show respect for others’ time, and why it matters.Tips for handling salary conversations with integrity and confidence.Timestamps:00:00 - Side chat and what we've learned recently14:55 - Discussion on value of trust and how to build and keep it51:11 - Is this okay? Recruiters have reached out with jobs that pay significantly more than I make. Is it okay to ask my manager for a higher salary based on what I'm seeing in the market?Links & Resources:⁠⁠⁠Detailed Show Notes⁠⁠⁠: https://www.theglassadvisory.com/theglasssessionspodcast⁠⁠⁠The Glass Advisory⁠⁠⁠: https://www.theglassadvisory.comHave a workplace situation you'd like us to talk through? ⁠⁠Submit it here⁠⁠: ⁠https://www.theglassadvisory.com/contact⁠If you’re interested in one-on-one career advising or want to partner with The Glass Advisory to support your growing business, visit us at ⁠⁠⁠⁠theglassadvisory.com⁠⁠⁠⁠.

Episode Summary:In this episode of The Glass Sessions, Courtney and Lauren unpack the idea of “job hugging” - when employees stay in their current roles not because they love the work, but because the job market feels too uncertain to make a change.They share personal stories and dig into the hidden costs of job hugging: missed earnings, lack of engagement, and a culture that quietly slips into complacency. Together, they explore how to recognize if you (or your team) might be clinging to a role for the wrong reasons, and what to do about it.Listeners will walk away with strategies to re-ignite career growth and team energy, including:How to use continuing education benefits wiselyWays to spark engagement through fresh opportunitiesAligning personal development goals with company objectivesTips for leaders to balance healthy attrition with a thriving cultureWhether you’re an employee wondering if you’re stuck, or an employer wanting to keep your team engaged, this episode offers practical advice to navigate uncertainty with clarity and confidence.Timestamps:00:00 - Side chat and what we've learned recently13:13 - Introduction to job hugging51:09 - Is this okay? A teammate that reports into me seems very down in the office. Is it okay to talk to them about their demeanor?Links & Resources:⁠⁠⁠Detailed Show Notes⁠⁠⁠: https://www.theglassadvisory.com/theglasssessionspodcast⁠⁠⁠The Glass Advisory⁠⁠⁠: https://www.theglassadvisory.comHave a workplace situation you'd like us to talk through? ⁠⁠Submit it here⁠⁠: ⁠https://www.theglassadvisory.com/contact⁠If you’re interested in one-on-one career advising or want to partner with The Glass Advisory to support your growing business, visit us at ⁠⁠⁠⁠theglassadvisory.com⁠⁠⁠⁠.

Episode Summary:In this episode of The Glass Sessions, Courtney and Lauren sit down with Allie Fisher, a San Francisco-based independent creative director and designer. She describes herself as a curious creative generalist, and partners with clients to craft strategic visual systems and emotive narratives across brand, editorial, and film.Allie started her career working as a designer and art director at Conde Nast and WIRED, where she brought stories to life across platforms—from magazine covers to live events. She then made the shift to a brand studio called Godfrey Dadich Partners, where she led the creative team as Partner, Head of Creative—working with clients such as Nike, Netflix, Microsoft, and NatGeo. Last year she launched her independent consultancy, Studio Fisher, where she partners closely with organizations who want to forge a deeper connection with their audience. Together, they explore:Why a personal brand is more than just a LinkedIn headline or a polished résuméHow uncovering your “why” can guide the way you tell your story and show up with confidencePractical steps for aligning your values with your professional identityTips for using your personal brand to stand out in job searches, networking, and career growthAllie shares her approach to translating your internal compass into an external narrative that resonates, plus insights on how to audit and refine your brand over time.Timestamps:00:00 - Side Chat and what we've learned recently12:32 - Building a personal brand at work32:41 - The importance of authentic branding37:59 - Identifying and engaging your audience42:59 - Using the Why / How / What framework1:00:59 - Is this okay? Not sending a follow-up email after an interview Links & Resources:Allie Fisher's website: www.allie-fisher.comAllie's Instagram: www.instagram.com/allie_fish⁠⁠⁠Detailed Show Notes⁠⁠⁠: https://www.theglassadvisory.com/theglasssessionspodcastThe Glass Advisory⁠⁠⁠: https://www.theglassadvisory.comHave a workplace situation you'd like us to talk through? ⁠⁠Submit it here⁠⁠: ⁠https://www.theglassadvisory.com/contact⁠If you’re interested in one-on-one career advising or want to partner with The Glass Advisory to support your growing business, visit us at ⁠⁠⁠⁠theglassadvisory.com⁠⁠⁠⁠.

Episode Summary:Ever felt like you don’t quite belong, even when you’ve earned your seat at the table? You’re not alone, and you don’t have to stay stuck there.In this episode of The Glass Sessions, Lauren and Courtney discuss their own battles with imposter syndrome and how they’ve worked through those feelings while growing their careers and building The Glass Advisory.They share practical strategies to help you shift from self-doubt to confidence, including:Creating psychological safety at workBalancing external validation with your own internal compassTurning preparation and practice into confidence-boosting habitsRecognizing how past experiences and support systems shape the way you show up todayBy the end, you’ll walk away with actionable takeaways to help you quiet the voice of “not enough” and step fully into your strengths.Timestamps:00:00 - Side chat and what we learned recently22:06 - Spotting limiting beliefs26:57 - Internal vs. external validation32:15 - Building confidence through practice40:48 - Is this okay? My team is expected to volunteer to host webinars and I don't feel comfortable raising my handLinks & Resources:⁠⁠⁠Detailed Show Notes⁠⁠⁠: https://www.theglassadvisory.com/theglasssessionspodcast⁠⁠⁠The Glass Advisory⁠⁠⁠: https://www.theglassadvisory.comHave a workplace situation you'd like us to talk through? ⁠⁠Submit it here⁠⁠: ⁠https://www.theglassadvisory.com/contact⁠If you’re interested in one-on-one career advising or want to partner with The Glass Advisory to support your growing business, visit us at ⁠⁠⁠⁠theglassadvisory.com⁠⁠⁠⁠.

Episode Summary:First impressions matter - whether you’re stepping into a new role, meeting colleagues for the first time, or building trust with your manager. In this episode of The Glass Sessions, Courtney and Lauren share both personal stories and professional insights on how to set the tone early and thrive in a new environment.From humility and confidence to relationship-building and accountability, we break down the essentials for making a strong start.You'll hear tips for building long-lasting workplace relationships, why sharing your thoughts early helps establish credibility, how to recover from mistakes in a way that builds trust, ways managers can best support their new hires, and more. Timestamps:00:00 - Side chat and what we learned recently10:45 - Making a great first impression discussion 23:53 - Sharing your thoughts and opinions early24:47 - Handling Mistakes and Building Trust37:38 - Tips for Managers and Trainers41:17 - Is this okay? A colleague is taking credit for my workLinks & Resources:⁠⁠⁠Detailed Show Notes⁠⁠⁠: https://www.theglassadvisory.com/theglasssessionspodcast⁠⁠⁠The Glass Advisory⁠⁠⁠: https://www.theglassadvisory.comHave a workplace situation you'd like us to talk through? ⁠⁠Submit it here⁠⁠: ⁠https://www.theglassadvisory.com/contact⁠If you’re interested in one-on-one career advising or want to partner with The Glass Advisory to support your growing business, visit us at ⁠⁠⁠⁠theglassadvisory.com⁠⁠⁠⁠.

Episode Summary:In this episode of The Glass Sessions, we sit down with Julia Halperin, an acclaimed arts and culture journalist, to unpack her leap from senior leadership roles at major arts publications to building a thriving career as a full-time freelance journalist and editor.Julia takes us behind the scenes of her transition - the freedom and flexibility, the financial realities, and the unexpected learning curves. She shares practical tips on building a client base, managing money, setting boundaries, and nurturing professional relationships that last.We also dive into the mindset shifts needed to succeed outside the traditional 9-5, from protecting your confidence to structuring your days. Along the way, you’ll hear stories of big wins, surprising challenges, and lessons Julia wishes she’d learned sooner.If you’ve ever dreamed of going freelance, or you’re already in the trenches, this episode is packed with inspiration and actionable advice to help you not just survive, but thrive.'Timestamps:00:00 - Side chat and what we learned recently8:33 - Intro to Julia26:54 - How to set long-term goals and stay confident 30:57 - Financial planning and payment strategies for freelancers41:56 - Creating structure in an unstructured career 47:31 - Is this okay? My manager checks every email I sendLinks & Resources:⁠⁠⁠Detailed Show Notes⁠⁠⁠: https://www.theglassadvisory.com/theglasssessionspodcasJulia's Instagram: https://www.instagram.com/juliahalperin/Julia's LinkedIn: https://www.linkedin.com/in/julia-halperin-87717437/Opolis Freelance Collective: https://opolis.co/⁠⁠⁠The Glass Advisory⁠⁠⁠: https://www.theglassadvisory.com/Have a workplace situation you'd like us to talk through? ⁠⁠Submit it here⁠⁠: ⁠https://www.theglassadvisory.com/contact⁠If you’re interested in one-on-one career advising or want to partner with The Glass Advisory to support your growing business, visit us at ⁠⁠⁠⁠theglassadvisory.com⁠⁠⁠⁠.

Episode Summary:Starting at the bottom means you can only go up from there. In this episode, we break down how your early jobs can be more than stepping stones - they can be launchpads. Whether you're in customer service, admin, retail, or your first corporate role, your entry-level job is full of opportunities if you know how to use them. We talk about how to:Take advantage of no one expecting you to know anything alreadyBring the right attitudeBuild meaningful relationships with people who can open doorsGet clear on your interests and strengths before your next moveSay yes to new opportunities that come your wayThis episode is for anyone feeling stuck in a “starter job” or unsure if their current role is leading somewhere meaningful. Timestamps:00:00 - Side chat and what we learned recently10:24 - Making the most of your entry-level job discussion30:35 - The power of saying "yes"35:41 - Learning from your early mistakes42:06 - The importance of early financial planning49:21 - Is this okay? I told a customer incorrect information.Links & Resources:⁠⁠⁠Detailed Show Notes⁠⁠⁠: https://www.theglassadvisory.com/theglasssessionspodcast⁠⁠⁠The Glass Advisory⁠⁠⁠: https://www.theglassadvisory.com/Have a workplace situation you'd like us to talk through? ⁠⁠Submit it here⁠⁠: ⁠https://www.theglassadvisory.com/contact⁠If you’re interested in one-on-one career advising or want to partner with The Glass Advisory to support your growing business, visit us at ⁠⁠⁠⁠theglassadvisory.com⁠⁠⁠⁠.

Episode Summary:In this episode of The Glass Sessions, Courtney and Lauren discuss our experience navigating the emotional and practical realities of layoffs and restructuring, and offer practical advice for anyone going through the same thing.We discuss:How do you spot early signs of instability at work?What steps should you take before things go south?When and how you should update your LinkedIn profile and resume, and start reaching out to your networkWe discuss how to stay financially prepared, managing the mental load of job insecurity, and deciding whether to tell your current employer you're job hunting. If you’re feeling uncertain about your role or industry, this episode will leave you feeling more prepared, grounded, and supported.Timestamps:00:00 - Side chat and what we learned recently11:58 - Recognizing signs of layoffs or restructuring25:45 - How to tap your network before you need a new job33:04 - Financial habits that create flexibility36:02 - Keeping your LinkedIn and resume up to date41:06 - Processing the emotional side of layoffs52:24 - Is this okay? I'm taking time away from my current job to interview for a new one, and lying about it.Links & Resources:⁠⁠Detailed Show Notes⁠⁠: https://www.theglassadvisory.com/theglasssessionspodcast⁠⁠The Glass Advisory⁠⁠: https://www.theglassadvisory.com/Have a workplace situation you'd like us to talk through? ⁠⁠Submit it here⁠⁠: ⁠https://www.theglassadvisory.com/contact⁠If you’re interested in one-on-one career advising or want to partner with The Glass Advisory to support your growing business, visit us at ⁠⁠⁠theglassadvisory.com⁠⁠⁠.

Episode Summary:This episode of The Glass Sessions podcast explores the trauma and business costs of workplace bullying, and how to cope with it. Join us to hear a powerful and deeply personal conversation with Andy Regal, a seasoned media executive turned outspoken advocate against workplace bullying.Andy opens up about his own experience navigating toxic leadership and high-pressure environments in major media organizations. He breaks down what bullying at work really looks like - from subtle power plays to overt mistreatment-  and shares what helped him recognize it, name it, and recover from it.This episode explores:How to identify workplace bullying (even when it’s not obvious)The psychological toll it takes on individuals and teamsWhy current workplace norms often protect bad behaviorWhat healing and accountability can look likeWhen it’s time to speak up - or walk awayWhether you're managing a team, navigating a difficult boss, or healing from a toxic role, this episode offers validation, clarity, and actionable insight.Timestamps:00:00 - Side chat and what we learned recently13:52 - Andy Regal's journey and insights on workplace bullying30:52 - Recognizing and addressing bullying40:18 - Coping Mechanisms for Bullying48:54 - Andy's resourcesAndy's Links & Resources:Andy's website: https://andyregal.com/Subscribe to receive updates for Andy's book release: https://andyregal.com/my-book/Andy's facebook group: https://www.facebook.com/groups/noworkbulliesAndy's LinkedIn:  https://www.linkedin.com/in/andyregal-nwb/ Andy's Substack:   https://substack.com/@aregalmedia?utm_source=top-searchThe Glass Advisory's Links & Resources⁠Detailed Show Notes⁠: https://www.theglassadvisory.com/theglasssessionspodcast⁠The Glass Advisory⁠: https://www.theglassadvisory.com/Have a workplace situation you'd like us to talk through? ⁠Submit it here⁠: https://www.theglassadvisory.com/contactIf you’re interested in one-on-one career advising or want to partner with The Glass Advisory to support your growing business, visit us at ⁠⁠theglassadvisory.com⁠⁠.

Episode Summary:In this episode of The Glass Sessions, we’re diving into one of the most underrated leadership tools: the one-on-one meeting. Whether you're a manager or an employee, these conversations can build trust, improve performance, and promote growth when done right.We share real stories along with practical advice on how to:Prepare for meaningful check-insBuild agendas that matterRecognize wins and give feedbackStrengthen communication and career developmentWe also answer a listener question about navigating one-on-ones with a new boss after a departmental shakeup - and why you can and should initiate these meetings if your manager doesn’t.Whether you’re leading the conversation or just trying to get more out of your one-on-ones, this episode gives you frameworks, encouragement, and a few laughs along the way.Timestamps:00:00 - Side chat and what we learned recently11:04 - Why are 1:1s important19:55 - How to prepare for your 1:1s30:32 - Common mistakes people make in their 1:1s35:07 - Is this okay? I have a new manager that hasn't scheduled 1:1s with me.Links & ResourcesDetailed Show Notes: https://www.theglassadvisory.com/theglasssessionspodcast1:1 Meeting Agenda template: https://docs.google.com/document/d/1y6h8dSD0sZ-pBvNGif1I5n5H71oz2huILM87_D6wXzk/edit?tab=t.0The Glass Advisory: https://www.theglassadvisory.com/Have a workplace situation you'd like us to talk through? Submit it here: https://www.theglassadvisory.com/contactIf you’re interested in one-on-one career advising or want to partner with The Glass Advisory to support your growing business, visit us at ⁠theglassadvisory.com⁠.

Episode Summary:If you have aspirations to grow your wealth, thinking like a leader will help you do that.On this episode of The Glass Sessions Podcast, Lauren and Courtney offer practical strategies that will help you build your position as a leader, regardless of your title. They share insights including: Understanding company goalsProcess documentation Supporting effective change managementBuilding cross-functional relationshipsMastering skip-level meetingsTimestamps:00:00 - Side Chat and what we've learned recently05:30 - LinkedIn Tips and Personal Branding10:40 - Standing Out as a Leader at Any Level Discussion23:11 - Supporting Change Management as an IC23:37 - The Role of Onboarding Buddies25:36 - Effective Disagreement and Leadership30:06 - Building Cross-Functional Relationships32:57 - The Importance of Skip-Level Meetings40:19 - Is This Okay? Promotion Without InterviewingLinks & Resources:Detailed Show Notes: https://www.theglassadvisory.com/theglasssessionspodcastThe Glass Advisory: https://www.theglassadvisory.com/Script outlining how to talk to your manager about your professional development: https://docs.google.com/document/d/1O968oCzDIz5BPNAASBvjRdo_SCcdLznmbDekIFCyGWY/edit?tab=t.0#heading=h.k1duxg7v8i1uHave a workplace situation you'd like us to talk through? Submit it here: https://www.theglassadvisory.com/contactIf you’re interested in one-on-one career advising or want to partner with The Glass Advisory to support your growing business, visit us at ⁠theglassadvisory.com⁠.

Episode Summary:From career pivots to burnout prevention, this conversation is filled with tips to navigate professional growth while protecting your mental health.Joining us is special guest Dr. Geena Guerrido, therapist and professor at Santa Ana College, who shares practical tools for setting boundaries, managing stress, and aligning your career with your values.We also dive into: What COVID changed about workplace expectationsHow to celebrate your career winsStrategies for supporting your mental health at workTimestamps:00:00 - Side Chat and what we've learned recently08:29 - Workplace Mental Health with Dr. Geena Guerrido discussion28:25 - Identifying Stressors & Setting Boundaries33:37 - Journaling & Values-Based Decision-Making41:38 - Social Media & Its Impact on Well-being44:01 - Advocating for Boundaries at Work48:12 - Is This Okay? Enforcing Your Lunch BreakLinks & ResourcesDetailed Show Notes: https://www.theglassadvisory.com/theglasssessionspodcastThe Glass Advisory: https://www.theglassadvisory.com/Have a workplace situation you'd like us to talk through? Submit it here: https://www.theglassadvisory.com/contactIf you’re interested in one-on-one career advising or want to partner with The Glass Advisory to support your growing business, visit us at ⁠theglassadvisory.com⁠.

How do you actually connect with people when your “office” is a Slack thread and your meetings are a sea of floating heads?In this episode, Lauren and Courtney get real about the ups and downs of building meaningful relationships in remote-first workplaces. From awkward Zoom intros to making the most of in-person events, they share hard-earned lessons, personal stories, and tangible strategies that actually work.You’ll hear:Why your video presence matters more than you thinkHow to show up (without oversharing) to build real trustTips for using employee resource groups and company culture to your advantageWhat to do if you’re remote and can’t travel for team eventsWhether you’re fully remote, hybrid, or managing a distributed team, this episode is packed with insights that will help you build stronger, more human connections no matter where you work.Timestamps00:00 Side Chat and what w'eve learned recently09:50 Building remote relationships discussion14:13 Make the most of your in-person time29:45 How to take advantage of company resources to build community38:30 Is This Okay? Not traveling for team onsitesLinks & Resources:Detailed Show Notes: https://www.theglassadvisory.com/theglasssessionspodcastThe Glass Advisory: https://www.theglassadvisory.com/Have a workplace situation you'd like us to talk about? Submit it here: https://www.theglassadvisory.com/contactIf you’re interested in one-on-one career advising or want to partner with The Glass Advisory to support your growing business, visit us at ⁠theglassadvisory.com⁠.

Episode Summary:Conflict is inevitable in any workplace, but how we handle it can make all the difference in our growth, relationships, and reputation. In this episode of The Glass Sessions, Courtney and Lauren get candid about the moments when tensions rise on the job, and the strategies they’ve found most effective for navigating those situations with clarity, empathy, and professionalism.Whether you’re dealing with a difficult teammate, navigating feedback, or trying to hold your boundaries at work, this conversation will give you tools to feel more confident and grounded when conflict arises.In this episode, we cover:Why conflict isn’t always a bad thing, and how it can actually be a sign of engagementThe difference between healthy disagreement and toxic behaviorScripts and mindset shifts to help you approach tough conversationsReal-world examples from our own careers (yes, including mistakes!)When to escalate and when to let it goTimestamps:00:00 Side Chat and what we've learned recently05:29 Building Sustainable Habits11:08  Conflict In the Workplace discussion22:06 Conflict between departments strategies24:06 Navigating conflict with your manager37:10 Effective Escalation Models45:12 Direct Conversations in Conflict48:31 Is This Okay? Handling Unusual TasksQuote we loved from this episode:"The goal isn’t to win the conflict - it’s to move forward with more clarity and respect."Links & Resources:Detailed Show NotesThe Glass AdvisoryHave a workplace situation you'd like us to talk through? Submit it hereIf you’re interested in one-on-one career advising or want to partner with The Glass Advisory to support your growing business, visit us at theglassadvisory.com.

How do you feel about networking and the idea of building your professional relationships? Does it feel daunting? Anxiety-producing? Annoying? Tune into this episode of The Glass Sessions if you can relate. Courtney and Lauren have Joe Gilgoff of AG1 to discuss how he's built his professional career by investing in his network, and offers practical tips that make networking easy, fun and meaningful. Detailed Show Notes: theglassadvisory.com/theglasssessionspodcastTimestamps00:00 Side Chat and what we've learned recently10:36 Meet Joe, VP of Customer Happiness at AG119:56 Networking tips and success stories29:17 The Art of Asking Great Questions39:40 A little compliment can go a long way49:53 Is This Okay?Listener Q&A: Is this Okay?"My company is hiring, and I was outreached on LinkedIn by an acquaintance that asked me to submit them for the role. Is it okay for me to submit them as a referral for the position even though I've never directly worked with them?" Listen in to hear how Joe, Lauren and Courtney recommend handling a referral request.Links & Resources:If you're interested in one-on-one career advising or want to partner with The Glass Advisory to support your growing business, visit us at: www.theglassadvisory.comJoin the Conversation:Have a question you want us to answer in a future episode? Submit it through our website at www.theglassadvisory.com/contact

Show SummaryIn this episode of The Glass Sessions, Courtney and Lauren dive into the real-life challenges of maintaining work-life balance, creating flexibility in your schedule and managing a packed calendar without losing your mind. From funny personal moments to serious conversations around setting boundaries, this episode offers honest insights and actionable advice for anyone trying to do it all without burning out.They explore:-How to identify your personal productivity rhythms-The role of trust and transparency with your manager-Tips for negotiating a more flexible or accommodating work schedule-Why boundaries matter (and how to hold them)-Navigating company culture when it comes to flexibility and PTOTimestamps00:00 - Side Chat and what we've learned recently09:03 - Managing Work Schedules Conversation12:59 - Office vs. Remote Work16:30 - Building trust with your manager to promote schedule flexibility19:01 - Personal Productivity Tips25:55 - Meeting Strategies and Core Hours31:35 - Setting Boundaries with Instant Messaging34:20 - Creating an Inclusive Work Culture45:06 - Managing a Busy ScheduleListener Q&A: Is this Okay?Should managers contact employees about non-urgent work while they’re on PTO? Lauren and Courtney weigh in with their honest takes.Links & Resources:If you're interested in one-on-one career advising or want to partner with The Glass Advisory to support your growing business, visit us at: www.theglassadvisory.comJoin the Conversation:Have a question you want us to answer in a future episode? Submit it through our website at: www.theglassadvisory.com/contact

In this episode of The Glass Sessions, Courtney and Lauren explore the evolving job market and what it means for job seekers and hiring managers alike. With recent college graduates' unemployment at 5.8% and underemployment at 41.2%, they examine how shifting economic conditions and generational motivations are shaping today’s career landscape.They share personal insights into professional development—especially around public speaking—and transition into a deep dive on the hiring process from a manager’s perspective. Learn what hiring managers really look for in interviews and applications, and how candidates can stand out by tailoring their resumes, telling compelling stories, and embracing authenticity.The conversation continues with actionable advice on salary negotiations, understanding compensation philosophies, and maintaining professionalism during interviews. The hosts wrap up with quick tips for job seekers, addressing preparation, curiosity, and imposter syndrome.Whether you’re actively job hunting, hiring, or planning your next career move, this episode is packed with honest insights and practical strategies.00:00 – Side Chat and what we've learned recently05:57 – Improving public speaking & reducing filler words08:45 – Inside the mind of a hiring manager discussion18:31 – “Eight Mileing”: acknowledging your limitations26:54 – Customizing resumes & cover letters33:43 – Navigating salary negotiations42:00 – Quick-fire advice for job seekers45:43 – Is This Okay? Listener QuestionsIf you’re interested in one-on-one career advising or want to partner with The Glass Advisory to support your growing business, visit us at theglassadvisory.com.

In this episode, we chat with Matt Croteau, a seasoned fractional CFO and founder of 3 Sheets Consulting, about his professional journey and the emerging trend of fractional leadership. From his early years in corporate finance at WebMD and Bloomberg to traveling the world while running his own business, Matt shares the benefits and challenges of fractional work. We discuss the balance between nomadic living and work, the importance of setting clear expectations for deliverables, and how fractional roles fit into the broader cultural shifts in the workplace. Matt also offers insights into managing time, networking, and the importance of strong communication when a company is introducing a fractional leader to an existing team. 00:00 Side Chat and what we've learned recently10:43 What is a fractional leader?12:31 Discussion with Matt Croteau about his fractional CFO business37:21 Sales Strategies and Overcoming Rejection45:02 Is This Okay? Listener Questions48:51 Matt's nomadic lifestyle explainedFor more information about Matt, visit his website www.3sheets.consultingIf you’re interested in one-on-one career advising or want to partner with The Glass Advisory to support your growing business, visit us at theglassadvisory.com.