Never Stop Dreaming Biggie

Angel Holmes
  • 5.0 (10)
  • Entrepreneurship

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

  1. 18h ago

    Episode 80: Best of 2026 The Giving Bar Revolution

    We're re-sharing this episode because the message is just as powerful now as it was when we first released it! Due to a recording hiccup with this week's new episode (hey, it happens!), we're bringing back one of our most meaningful conversations to date. In this episode, Brian and I pull back the curtain on The Holmestead Hideaway—our revolutionary Caribbean bar and retreat concept where 100% of profits go to charity. If you've ever dreamed of building a business with purpose, wondered how to create a social impact venture, or want to understand what it takes to launch a giving-focused hospitality experience, this episode reveals the complete vision, mission, and path forward for this legacy project. We share the divine calling behind The Holmestead and the charitable mission that drives everything. This isn't just another bar or retreat; it's a giving bar that will transform lives on Caribbean islands and support disaster relief efforts worldwide through The Holmestead Angels nonprofit. From supporting local island entrepreneurs with grants to providing hospitality training and disaster relief, this project is about building something that matters far beyond profit. In This Episode You'll Discover: Why The Holmestead will be an unforgettable Caribbean experienceThe complete story of how God called us to create The Holmestead over 10 yearsWhat makes a "giving bar" different from traditional hospitality businessesThe two charitable legs: 50% to local island communities, 50% to disaster reliefHow The Holmestead Angels nonprofit was born from Hurricane Helene relief workReal examples of island projects we'll fund (boat upgrades, artist support, entrepreneur grants)Educational programs: bartending, hospitality training, marketing, and sustainabilityWhy we're seeking capital stewards instead of traditional investorsThe financial structure that prioritizes giving over personal profitHow we're integrating faith while remaining inclusive and welcoming to allBehind-the-scenes property search updatesThe hospitality experience philosophy: making everyone feel like a rockstarLegacy over accumulation: why this project matters more than material wealthHow grief and loss shaped our desire to create lasting impactOpen invitation for capital stewards who want to be part of this mission Connect with Us: 🎙 @neverstopdreamingbiggie 📱 @angelpholmes and @theholmesteadhideaway 🌐 sipindipity.com 📧 angel@neverstopdreamingbiggie.com Learn More: 🌴 The Holmestead Bar & Retreat Interested in becoming a Capital Steward for The Holmestead Hideaway? Email angel@neverstopdreamingbiggie.com

    Episode 80: Best of 2026 The Giving Bar Revolution

  2. Sep 9

    Episode 79: Brian, Be Honest: The Homestead Hideaway Confessions

    In this episode of Never Stop Dreaming Biggie, I'm introducing a brand-new segment we're calling "Brian Be Honest" — an unscripted, unfiltered Q&A with my husband Brian, where he has no idea what's coming and (mostly) no chance to edit his answers. This one's personal, playful, and a little bit vulnerable, all at once. Before we get into it, I share where things stand with the Homestead Hideaway — the property we've found, the funding push we're in the middle of, and how you can become one of our "Angels" supporting this legacy project. Then Brian sits down for round one of questions he didn't prep for: our very first date (a strict one-hour interview that almost didn't go his way), his honest fear about taking on something this big, and whether he actually believes we can raise $5 million. The "G" in BIGGIE stands for Grow — and this episode is exactly that: growing through the uncertainty of a huge dream, and being willing to let people see the honest, unpolished parts of building it together. Key Takeaways: Discover the story behind our new "Brian Be Honest" segment and why we started itGet an update on the Homestead Hideaway property and how you can get involved as an Angel supporterHear the real story of our first date — and the one-hour rule that started it allLearn Brian's honest answer about his biggest fear in building the Homestead from scratchUnderstand why we believe we can raise $5 million — and the track record behind that confidenceGet a behind-the-scenes peek at our frozen cocktail testing (and why I need a real slushy machine)Discover how faith shapes the way Brian and I approach this project and our marriageHear what makes Brian happiest outside of the business — Clemson football, mountain biking, and familyFind out how to submit your own questions for future "Brian Be Honest" episodes Connect with Us: 🎙 @neverstopdreamingbiggie 📱 @angelpholmes 🌐 sipindipity.com 📧 angel@neverstopdreamingbiggie.com Learn More: 🌴 The Homestead Hideaway 👩‍💼 The Brighter Side Society

    Episode 79: Brian, Be Honest: The Homestead Hideaway Confessions

  3. Sep 2

    Episode 78: Building the Bar of My Dreams: Inside the Homestead's Test Bar

    In this episode of Never Stop Dreaming Biggie, I'm taking you behind the bar at the Homestead OG — the original house in Park Circle, Charleston, where Brian and I are building something we've dreamed about for years. This one's personal: the bar itself was custom-built by a local carpenter after one too many rental bar bills, and it's dedicated to my dad, Ernie Passailaigue, whose Senate memorabilia sits right at the head of it. I walk you through the philosophy behind our bar program — curated, professional-quality cocktails inspired by island culture, without competing with the local bars we'll one day sit alongside — and test out four signature drinks live, mistakes and all. Along the way I get real about what it actually looks like to build something from scratch: the memory blocks, the supply challenges, the late nights figuring out what works and what doesn't. The "G" in BIGGIE stands for Grow — and that's exactly what this episode is about. Growing through the process, not around it, and being willing to let people see the messy, unfinished parts of building something you love. Key Takeaways: Discover the story behind the Homestead's custom-built bar and why it's dedicated to my dadLearn how a frustrating rental bar situation led to building one from scratchUnderstand the philosophy behind curating a bar program that complements local island bars instead of competing with themFollow along as I make four signature cocktails live: the Flo-Rida, the Wake Up Call, Out of Office, and the Sweet GHear why Brian and I built our bar sections around our own spirit preferences — his bourbon, my ginDiscover our plans for quarterly guest bartenders who'll train island locals in cocktail-makingGet an honest look at what building a hospitality brand actually looks like behind the scenesUnderstand why every object behind our bar tells a story, and how personal meaning shapes brand identityLearn about our approach to sponsorships and donor-named cocktailsGet a preview of what's coming next: the Homestead's charitable mission Connect with Us: 🎙 @neverstopdreamingbiggie 📱 @angelpholmes 🌐 sipindipity.com 📧 angel@sipindipity.com To watch the episode with her dad Ernie Passailaigue, visit https://youtu.be/gFm6nvJn6yY Learn More: 🌴 The Holmestead Bar & Retreat 👩‍💼 The Brighter Side Society

    Episode 78: Building the Bar of My Dreams: Inside the Homestead's Test Bar

  4. Aug 26

    Episode 77: Why You Need a Personal Stylist: Chellie Carlson on Wardrobe Transformation

    In this episode of Never Stop Dreaming Biggie, I'm joined by celebrity stylist Chellie Carlson, founder of the Magnetic Style Method and the Style Society, for a conversation that's about so much more than clothes. Chellie shares her journey from spending 20 years in the intimate apparel industry to launching her own styling business at 40 with almost no resources — and going from unemployment to seven figures in just four years. We talk through what it actually takes to reinvent yourself in midlife, the $3,000 investment in a coach that changed the trajectory of her business, and why she believes most women are one wardrobe reset away from feeling like themselves again. Chellie also opens up about the shame so many of us carry around our bodies and our closets, and how getting dressed with intention can change the way you move through the world. The "E" in BIGGIE stands for Elevate — and that's exactly what this conversation is about. Elevating your standards, your confidence, and the way you show up, starting with something as simple as what you put on your body every day. Key Takeaways: Discover how Chellie went from unemployment to seven figures in four years, starting at age 40Learn why most women are wearing the wrong bra size — and why that matters more than you'd thinkUnderstand the difference between shopping to feel good for a second and dressing with real intentionHear how Chellie's Magnetic Style Method delivers permanent transformation in under three sessionsGet her take on why "less is more" when it comes to building a wardrobe you actually loveLearn how investing in a personal stylist can save you time, money, and decision fatigueDiscover why finding your signature look builds trust with the people around youHear how Chellie built a seven-figure business and 32,000-person community through word of mouth aloneGet her simple daily challenge for getting out of your workout clothes and into pieces that reflect who you're becomingUnderstand why investing in yourself — whether it's coaching, style, or mindset — is never really optional Connect with Us: 🎙 @neverstopdreamingbiggie 📱 @angelpholmes 🌐 sipindipity.com 📧 angel@sipindipity.com Learn More: 👗 Chellie Carlson: @chelliecarlson and https://www.chelliecarlson.com/

    Episode 77: Why You Need a Personal Stylist: Chellie Carlson on Wardrobe Transformation

  5. Aug 19

    Episode 76: The Next Generation: Raising Kids Who Chase Big Dreams

    In this episode of Never Stop Dreaming Biggie, I'm joined by my youngest son, Chase, for a fun and heartfelt conversation — his second time on the podcast, and this one couldn't have come at a better time. He's heading into his senior year at James Island High School, and we dig into everything from his plans for the future to what he's actually picked up from watching me build businesses. We talk through Chase's plans for Trident Tech and eventually College of Charleston, his interest in business (and maybe running the bar down in the Caribbean one day), and where scuba diving and video games fit into it all. We also get into faith — why the people you surround yourself with matter so much for growing in your relationship with God, and why your faith should feel like any other relationship, not just something you turn to when you need something. After Chase heads out, I go solo to reflect on purpose and what it really means to be "anointed." I share an update on the Homestead Hundred campaign, now at 63 donors, and why every single person's story behind their gift has meant more to me than I expected. The "G" in BIGGIE stands for... actually, this one's less about the framework and more about the proof of it — watching your kids grow into the values you've been living out loud, even when you didn't know they were paying attention. Key Takeaways: Discover Chase's plans for Trident Tech, College of Charleston, and starting his own businessLearn what it's really like being the son of an entrepreneur — the good, the funny, and the "he uses ChatGPT as his business partner"Understand why community is essential for growing your faith, not just your businessHear Chase's honest take on senior year, scuba certification, and life goalsGet Angel's breakdown of what it means to be "anointed" and find your God-given purposeLearn why asking for what you want is the first step toward receiving itGet an update on the Homestead Hundred campaign and the stories behind the donorsFind out why sharing your story — even the small parts — creates a ripple effect you may never fully see Connect with Us: 🎙 @neverstopdreamingbiggie 📱 @angelpholmes 🌐 sipindipity.com 📧 angel@sipindipity.com Learn More: 🌴 The Homestead Hideaway: theholmesteadhideaway.com 👼 The Homestead Angels: homesteadangels.org

    Episode 76: The Next Generation: Raising Kids Who Chase Big Dreams

  6. Aug 12

    Episode 75: Raising $5 Million for a Nonprofit Wellness Retreat: The Homestead Angels Update

    In this episode of Never Stop Dreaming Biggie, I'm joined by my husband Brian for our once-a-month update — and this one comes to you a little tired, a little chaotic, and completely real, straight from our new house in Charleston's Liberty Hill neighborhood. We just moved in, we're still hanging things on the walls (150+ items and counting), and between Brian working full days and me juggling three days at Paradiso plus a full plate of Homestead projects, we almost didn't get this episode recorded at all. But showing up consistently matters more to us than showing up perfectly, so here we are. We catch up on everything happening with The Homestead Hideaway, our nonprofit bar and wellness retreat coming to Bequia in the Caribbean — including the Homestead Angels campaign, where we've raised over $10,000 in just over a month, and the brand-new Homestead 100, which opens up giving to anyone who wants to be part of this story starting at just $10. We also share details on our upcoming Charleston fundraiser at Graze, our plans for Homestead Angel Boxes to support hurricane relief, and an exciting new partnership bringing meals and resources to schoolchildren in Bequia through the Grenadines Initiative. The "B" in BIGGIE stands for Believe — and this episode is proof that belief doesn't require perfect timing or a fully unpacked house. Sometimes it just means showing up, one tired Monday at a time, for the dream you're building. Key Takeaways: Discover how the Homestead Angels campaign raised over $10,000 in just 30 daysLearn why we opened the Homestead 100 to make giving accessible to everyoneGet the details on our Charleston fundraiser at Graze on September 6thUnderstand how Homestead Angel Boxes will provide hurricane relief supplies to families in needHear about our new partnership supporting schoolchildren in Bequia through the Grenadines InitiativeFind out what it really takes to raise $5 million for a mission-driven nonprofitGet a glimpse into life in Charleston's historic Liberty Hill neighborhoodLearn how corporations and family foundations can get involved through sponsorships and matching pledges Connect with Us: 🎙 @neverstopdreamingbiggie 📱 @angelpholmes 🌐 sipindipity.com 📧 angel@sipindipity.com Learn More: 🌴 The Homestead Hideaway: theholmesteadhideaway.com 👼 The Homestead Angels: homesteadangels.org

    Episode 75: Raising $5 Million for a Nonprofit Wellness Retreat: The Homestead Angels Update

  7. Aug 5

    Episode 74: Raising a Dreamer: My Son Riley's First-Ever Podcast Appearance

    In this episode of Never Stop Dreaming Biggie, I'm celebrating my birthday in the best way possible — with my firstborn, Riley, joining me for his very first podcast appearance ever, after two years of asking (and two years of him saying no!). Riley is nineteen, studying computer science at UNC Asheville, and somehow both completely different from me and exactly like me in all the best ways. We talk about how he found his people through the UNC Cosplay Club, the wild and wonderful world of GalaxyCon (yes, Darth Vader was there), and the courage it took to drive himself across North Carolina for the first time — while his Mama Bear texted the whole way. We reminisce about the Lego years, the Pokémon years, the Yu-Gi-Oh tournament where he schooled a total stranger, and our James Beard dinner trip to New York when he was ten. But the real heart of this episode is Riley himself — his quiet consistency (he's sent our whole family a good-morning text every single day for years), his kindness, and his own version of a big dream: to travel and live abroad someday. The "B" in BIGGIE stands for Believe — and this episode is a reminder that believing in your dream doesn't always look loud or ambitious. Sometimes it looks like a nineteen-year-old who just wants to go with the flow, see the world, and show up for the people he loves every single day. Key Takeaways: Discover how Riley found his community through UNC Asheville's Cosplay ClubHear the story behind Riley's first solo road trip and his GalaxyCon adventureUnderstand why small, consistent acts of kindness (like a daily text) matter more than grand gesturesRelive throwback memories of Lego builds, Pokémon meetups, and Yu-Gi-Oh tournamentsLearn what "big dreams" look like when they're about travel, not businessGet a glimpse into the mother-son bond that shaped both of our biggest dreamsHear why Riley says he'd rather "go with the flow" than chase one big dream — and why that's okay too Connect with Us: 🎙 @neverstopdreamingbiggie 📱 @angelpholmes 🌐 sipindipity.com 📧 angel@sipindipity.com Learn More: 🌴 The Holmestead Hideaway: theholmesteadhideaway.com 👼 The Homestead Angels: homesteadangels.org

    Episode 74: Raising a Dreamer: My Son Riley's First-Ever Podcast Appearance

  8. Jul 29

    Episode 73: From Tragedy to Triumph: Amberly Lago on Surviving 34 Surgeries & Finding Joy

    In this episode of Never Stop Dreaming Biggie, I'm celebrating my birthday week (53 on Friday!) and episode 73 — my lucky number — with a guest I know God lined up perfectly: bestselling author and speaker Amberly Lago. I met Amberly at a conference last month and was instantly moved by her story. She's the survivor of a horrific motorcycle accident that led to 34 surgeries, an incurable nerve disease called CRPS, and a battle with addiction — and somehow, she's built a life defined not by what happened to her, but by the joy she's chosen on the other side of it. We talk about the moment everything changed on a California boulevard, waking up from an induced coma to a 1% chance of saving her leg, and the years that followed — chasing relief through 73 homeopathic pills a day, spinal cord stimulators, and eventually, alcohol. Amberly opens up about the shame that kept her isolated, the courage it took to walk into her first recovery meeting, and why she now celebrates five years of sobriety. We also get into brain mapping, reframing an ADHD diagnosis as a strength instead of a struggle, and how faith and gratitude became her non-negotiables. The "G" in BIGGIE stands for Grow — and this episode is proof that growth doesn't always come from the mountaintop moments. Sometimes it comes from rock bottom, and the decision to get radically honest and ask for help. Key Takeaways: Understand why the hardest part of Amberly's journey wasn't the accident — it was what came afterHear the honest story of how chronic pain led to addiction, and how she found her way backLearn why Amberly believes "the opposite of addiction is connection"Discover what brain mapping revealed about her trauma, resilience, and ADHD — and why she now calls it a giftGet real talk on why asking for help felt scarier than any surgery she went throughUnderstand how gratitude and non-negotiable morning rituals help her spark joy, even in griefHear about her new book, Joy Through the Journey, and why joy can be a business strategyLearn about her free tool where you can ask her 300+ podcast guests your biggest questions Connect with Us: 🎙 @neverstopdreamingbiggie 📱 @angelpholmes 🌐 sipindipity.com 📧 angel@neverstopdreamingbiggie.com Learn More: 🌴 The Holmestead Hideaway: theholmesteadhideaway.com 👼 The Homestead Angels: homesteadangels.org Connect with Amberly: 🌐 amberlylago.com/podcast 📱 @unstoppablelifewomen @amberlylagomotivation

    Episode 73: From Tragedy to Triumph: Amberly Lago on Surviving 34 Surgeries & Finding Joy
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5
out of 5
10 Ratings

About

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

Information

  • Creator
    Angel Holmes
  • Years Active
    2025 - 2026
  • Episodes
    80
  • Rating
    Clean
  • Copyright
    © Copyright 2026 Angel Holmes
  • Show Website
    Never Stop Dreaming Biggie

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