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. 5d ago

    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

  2. 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

  3. 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

  4. Jul 22

    Episode 72: New Beginnings: Why Change Is Uncomfortable (And Worth It)

    In this episode of Never Stop Dreaming Biggie, I'm recording from a new backdrop (literally — there are still congratulations balloons behind me) as we settle into our new home, and I'm getting real about what it actually feels like to sit in the middle of change. This episode starts with a life update: a new house, a new neighborhood, and a new season heading into my 53rd birthday. But the heart of this episode is a conversation about new beginnings — why they're exciting and uncomfortable at the exact same time, and why I'm done playing small when it comes to sharing my faith, writing the book I've been avoiding, and stepping fully into my purpose. The "G" in BIGGIE stands for Grow — and this episode is a real look at growing through discomfort, taking little steps toward a big dream, and trusting that if the pieces are falling into place, it's probably meant to be. I'm also sharing an honest update on the Homestead Hideaway search — the islands still in the running, the industry shifts we're watching closely, and why we're staying flexible on what the final vision looks like. Plus, an update on the Homestead Angels 100 campaign, hurricane season prep, and a first look at our new Homestead Angel Boxes initiative. Key Takeaways: Understand why change is hard even when it's good — and how to sit in discomfort instead of rushing through itHear the honest story of my faith journey, from childhood protection to a season of self-reliance to fully recommitting in my 50sLearn why I'm finally saying yes to writing the book I've been putting off, and the two fears that held me backDiscover the "mountain climbing" mindset for chasing a dream — why little steps matter more than giant leapsGet the signs to look for when a dream is actually meant to beHear an honest update on the Homestead Hideaway search and why we're staying open to how it unfoldsUnderstand why contentment — not just chasing the next thing — is the real goalGet an update on the Homestead Angels 100 campaign, hurricane relief prep, and the new Homestead Angel Boxes Connect with Us: 🎙 @neverstopdreamingbiggie 📱 @angelpholmes 🌐 sipindipity.com 📧 angel@neverstopdreamingbiggie.com Learn More: 🌴 The Holmestead Hideaway: theholmesteadhideaway.com 👼 The Homestead Angels: homesteadangels.org

    Episode 72: New Beginnings: Why Change Is Uncomfortable (And Worth It)

  5. Jul 15

    Episode 71: When Friends Don't Show Up: A Lesson in Real Support

    In this episode of Never Stop Dreaming Biggie, I'm getting real about a lesson in friendship that hit me harder than I expected — plus an update on the Island of Angels fundraising campaign and a beautiful final conversation with Melinda Weldon, one of the most beloved members of The Brighter Side Society. This episode starts with an update on the Homestead Angels fundraiser, now over halfway to our $7,000 goal, and the exciting news that we're moving to Park Circle. But the heart of this episode is a moment I almost didn't share: what happened when I posted about feeling unsupported by people close to me, and the message from a friend that stuck with me long after. I'm walking you through what it really means to show up for the people you love — and what it feels like when they don't show up for you. The "G" in BIGGIE stands for Grow — and this episode is a real look at growing through hurt, disappointment, and the hard work of moving back into gratitude and faith. After that, I sit down with Melinda Weldon for her final Biggie Member of the Week interview, for now. Melinda shares her move to Charleston, losing her job, finding Like Minded Charleston at 3am during a scroll session, and the sweet business she and her husband Jeff started together, Cookie and Claws. Key Takeaways: Hear an honest update on the Island of Angels fundraising campaign and why every donation, share, and message mattersUnderstand the difference between followers who watch quietly and friends who truly show upLearn how to process hurt and disappointment without staying stuck in itGet an honest look at living with depression, and the tools that help walk through hard seasonsDiscover why community isn't something that happens to you — it's something you have to pour intoMeet Melinda Weldon and hear how losing a job led her to Charleston, Like Minded, and a whole new chapterLearn the story behind Cookie and Claws, Melinda and Jeff's Santa and Mrs. Claus businessHear why putting yourself out there, even when it's scary, is the only way to find your people Connect with Us: 🎙 @neverstopdreamingbiggie 📱 @angelpholmes 🌐 sipindipity.com 📧 angel@neverstopdreamingbiggie.com Learn More: 🌴 The Holmestead Hideaway: theholmesteadhideaway.com 👼 The Homestead Angels: homesteadangels.org 🎅 Cookie and Claws: https://www.instagram.com/the_porch_light/ on Instagram

    Episode 71: When Friends Don't Show Up: A Lesson in Real Support

  6. Jul 8

    Episode 70: The Holmestead Chronicles: A Look Back at How It All Began (Best Of)

    In this special rewind episode of Never Stop Dreaming Biggie, I'm sharing a collection of live, on-location clips from our Caribbean research trips as we searched for the future home of the Homestead Hideaway. If you're new here or just haven't gone back to the early days, this is your chance to catch up on the real, unedited moments — recorded live from Grenada, Bequia, and Barbados — as Brian and I toured properties, met incredible locals, and prayed our way through one of the biggest decisions of our lives. This episode picks up the story after last week's deep dive into the origin of the Homestead Hideaway — the calling, the dream, the 40-year thread. This week is about what happened next: the actual search for the island. You'll hear us grading properties in real time, wrestling with pros and cons, and falling in love with a place that everyone kept describing the same way — special. The "G" in BIGGIE stands for Grow — and this episode is a raw look at growing through the uncertainty of a massive decision, one island visit at a time. Key Takeaways: Hear live reactions from three different Caribbean islands as we toured potential properties in real timeLearn what made Bequia stand out above Grenada and BarbadosUnderstand the practical factors that shaped the decision — tourism season length, land size, accessibility, and community fitDiscover how relationships with local realtors and advisors shaped the searchSee how faith and prayer guided every step of the process, not just the final decisionGet a behind-the-scenes look at what it really takes to scout land for a nonprofit retreat abroadHear our live prayer dedicating this decision and this project to GodCatch up on where things stood heading into the final stretch before choosing Bequia Connect with Us: 🎙 @neverstopdreamingbiggie 📱 @angelpholmes 🌐 sipindipity.com 📧 angel@neverstopdreamingbiggie.com Learn More: 🌴 The Homestead Hideaway: theholmesteadhideaway.com 👼 The Homestead Angels: homesteadangels.org To listen to the full episodes: Episode 19: Live From Caribbean: https://www.youtube.com/watch?v=BOxAXiHFqkA&list=PLAsMYXLxBlYSdA7rcRgczFadrzgO9nM8B&index=10 Episode 29: Friends of the Holmestead: https://youtu.be/lUwKh78eKT4 Episode 41: Part 1: Live from Grenada https://youtu.be/eMGPIVbXQl0 Episode 42: Part 2: Live from Bequia https://youtu.be/PlHEaYrfJBo Episode 45: MIssion of the Holmestead: https://youtu.be/QN5pKoYi57A Episode 69: Launch of the Holmestead Angels: https://youtu.be/xAkryEghedY

    Episode 70: The Holmestead Chronicles: A Look Back at How It All Began (Best Of)

  7. Jul 1

    Episode 69: God, Grief, and a $5 Million Dream: The Real Story Behind the Homestead Hideaway

    In this solo episode, Angel Holmes gets personal — sharing the origin story she's never told in full, from a life-changing trip to Guadeloupe at 13 years old to the moment she knew God was calling her to build something bigger than herself. From a giving bar pop-up in New York with legendary bartender Sother Teague, to a curated cocktail menu at Charlie Bird that changed everything, to getting married in Tortola — this episode traces the 40-year thread that leads straight to the Homestead Hideaway, a nonprofit giving bar and retreat opening in Bequia, St. Vincent's. This is the episode for the woman who thinks her dream is too big, too far away, or too impossible to fund — when really, it's been placed in her heart for a reason, and all it takes is saying yes and asking for help. The "G" in BIGGIE stands for Give — and this episode is Angel living that out loud, launching a $5 million fundraising campaign where every dollar after operations goes straight to charity. Key Takeaways: Discover how a painful childhood became the foundation for a lifelong callingLearn how Angel turned decades of island trips and hospitality experience into a clear business visionSee why she chose to build through a 501(c)3 nonprofit instead of private investorsUnderstand exactly where the money goes — half to island charities in Bequia, half to U.S. and Caribbean disaster reliefApply the "if I don't ask, the answer is always no" mindset to your own big askLearn the Homestead Angels' one-time giving model and why it's different from typical fundraisingDiscover the Homestead Angel Boxes and how they support disaster relief effortsSee how 20+ years of building the Charleston Wine + Food Festival prepared Angel for her biggest project yet Connect with Us: 🎙 @neverstopdreamingbiggie 📱 @angelpholmes 🌐 sipindipity.com 📧 angel@neverstopdreamingbiggie.com Learn More: 🌴 The Homestead Hideaway: theholmesteadhideaway.com 👼 The Homestead Angels: homesteadangels.org Episode 41: Part 1: Live from Grenada https://youtu.be/eMGPIVbXQl0 Episode 42: Part 2: Live from Bequia https://youtu.be/PlHEaYrfJBo

    Episode 69: God, Grief, and a $5 Million Dream: The Real Story Behind the Homestead Hideaway

  8. Jun 24

    Episode 68: Living a Big Life: Building Community for Executive Mothers with Amy Stasiukaitis

    Have you ever been told you're "a lot" — too ambitious, too driven, always going, always on? What if that big life isn't something to shrink, but something to fully embrace? In Episode 68 of Never Stop Dreaming Biggie, Angel Holmes sits down with Amy Stasiukaitis — Founder & Chief Matriarch of The Helm, COO of Low Country Case & Millwork, and one of the most genuine, give-back women in the Lowcountry — for a real conversation about ambition, marriage, motherhood, and building community on purpose. This one goes deep. Amy and her husband David grew up together in marriage, in life, and in business, and she gets honest about what it actually takes to run a 75-person company with your spouse, raise three kids, and lead a fast-growing team without losing yourself in the process. She shares the boundaries that work, the "rules" she and David happily break, and why being married to two high-achievers is both a blessing and a daily, intentional conversation. Amy also opens up about the heart behind her work: how a profound loss reshaped their family's "why," why people-first leadership matters more than ever in an AI-driven world, and how leading with empathy in a tough, blue-collar industry became their greatest advantage. And as a self-described introvert who "hauls" all week, she shares exactly how she protects the quiet she needs — from Friday reset days to her beloved garden — to refill her own cup before pouring into everyone else. The "G" in BIGGIE stands for Grow — because we grow through our challenges, not around them. And that's the heart of this episode: choosing to live a big life on purpose, building community that lifts everyone, and growing into the leader your family, your team, and your dreams need you to be. Key Takeaways: Discover why embracing a "big life" beats fighting it — and how high-achieving women can stop apologizing for their ambitionLearn what it really takes to build a business AND a marriage with your spouse, from boundaries to trustUnderstand how Amy built The Helm and why trust and vulnerability are the superpowers behind itExplore the "rising tide raises all ships" mindset — leading from abundance instead of scarcityRecognize how a devastating loss can redefine your purpose and reshape an entire company cultureEmbrace people-first leadership and why empathy is a competitive advantage, not a weaknessApply Amy's approach to filling your own cup — and why two hours of quiet can power a whole weekLearn why building a team that doesn't depend on you is the truest act of leadership 🎙 Podcast: Never Stop Dreaming BIGGIE 📱 Instagram: @neverstopdreamingbiggie | @angelpholmes 🌐 Website: sipindipity.com 📧 Email: angel@sipindipity.com 🌴 The Holmestead Hideaway: theholmesteadhideaway.com ✍️ Substack: angelpholmes.substack.com Follow the Behind-the-Scenes of The Holmestead Hideaway on TikTok: https://www.tiktok.com/@angelpholmes P.S. — The Helm Summit is coming September 15–16 at Harbour Club at WestEdge in Charleston: a VIP dinner on the 15th and a full-day summit on the 16th. Amy mentions tickets are selling fast — grab yours before they're gone. 🌊 Connect with Amy & The Helm — Instagram: https://www.instagram.com/amy.stasiukaitis/ | The Helm: https://www.chiefmatriarch.com

    Episode 68: Living a Big Life: Building Community for Executive Mothers with Amy Stasiukaitis
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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
    75
  • Rating
    Clean
  • Copyright
    © Copyright 2026 Angel Holmes
  • Show Website
    Never Stop Dreaming Biggie

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