Never Stop Dreaming Biggie

Angel Holmes
  • 5.0 (10)
  • ENTREPRENEURSHIP

Never Stop Dreaming BIGGIE turns entrepreneurial dreams into reality through authentic conversations about business strategy, community building, and purposeful growth. Host Angel Holmes shares real-world insights from her experience with Charleston Wine + Food Festival, Like Minded Charleston, and The Brighter Side Society, alongside guests who are making meaningful impact. Whether you're starting a business, scaling your venture, or building community, each Wednesday brings actionable advice for your entrepreneurial journey.

  1. Progress Over Perfection: Launch Your Business the Right Way

    4D AGO

    Progress Over Perfection: Launch Your Business the Right Way

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

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

    12/24/2025

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

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

    19 min
  3. Island Dreams Begin: Scouting Caribbean Properties in Grenada (Part 1)

    12/17/2025

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

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

    14 min
  4. From Breakdown to Breakthrough - How to Simplify Your Business When You're Ready to Quit

    12/03/2025

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

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

    27 min
  5. Turning Grief Into Purpose: How to Keep Dreaming When Life Falls Apart

    11/26/2025

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

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

    36 min
  6. How to Practice Gratitude as a Woman Entrepreneur | Thanksgiving Business Lessons

    11/19/2025

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

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

    45 min
  7. Creating a Mission-Driven Business: The Holmestead Angels Nonprofit Launch

    11/12/2025

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

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

    16 min
  8. From People Pleaser to Profitable: Valuing Your Work as an Entrepreneur

    11/05/2025

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

    Episode Summary In this raw and vulnerable solo episode, Angel Holmes gets brutally honest about over-giving, undercharging, and the trauma responses that keep ambitious women from charging what they're worth. After multiple conversations about this topic and an emotional discussion with husband Brian, Angel knew it was time to address the pattern that cost her $100,000 and led to bankruptcy—and why she's done playing small. From the BevCon conference disaster to underpricing her recent retreat, Angel shares the hard lessons about how over-giving stems from childhood trauma and the belief that you have to give everything away to be loved. She declares 2025 the year of Angel 2.0: no more free events, no more devaluing her 30 years of expertise, and no more guilt about charging what she's worth. The episode also features Biggie Member of the Week Kimberly Sundt, whose eclectic career spans hospitality, interior design, event production, and now helping women take transformative solo personal retreats through her Permission to Pause Collection. Kimberly shares her journey from working with Atlanta Homes & Lifestyles Magazine on massive designer show houses to launching her retreat business in March 2020 (talk about timing!). Together, Angel and Kimberly discuss why getting quiet is essential for hearing your own wisdom, the importance of community even for seasoned entrepreneurs, and why charging your worth isn't selfish—it's necessary for making the impact you're called to make. CONNECT WITH US: Instagram: @neverstopdreamingbiggie @thebrightersidesociety and @angelpholmes Learn more at https://sipindipity.com/neverstopdreamingbiggiemaster The Brighter Side Society: https://sipindipity.com/brighterside The Holmestead Bar & Retreat: https://theholmesteadbar.com/ CONNECT WITH THE GUEST: 🌟 Kimberly Sundt - Permission to Pause Collection, Solo Retreat DIY Kits, and Luxury Gift Boxes: https://thepermissiontopausecollection.com/permission-to-pause-current-collection 📍 Based in Beaufort, SC Key Takeaways: Over-giving is often rooted in childhood trauma and seeking validation through excessive givingAngel's BevCon conference lost $100,000 over multiple years because she gave away too muchFiling for bankruptcy was a hard lesson in valuing your own servicesCOVID rebuild made Angel fall back into old patterns of undercharging and over-givingThe recent retreat pricing mistake: charging too little led to losing money despite selling outPeople who want transformation badly enough will invest in it—if they don't, they're not your ideal clientYou need money to make the impact you're called to make; you can't serve from depletionAngel's declaration: No more free events, no more giving away expertise, prices are going up in 2025The Brighter Side Society is launching a full productivity and systems program in 2026Kimberly Sundt's background: journalism, political science, event planning,...

    41 min
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5
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About

Never Stop Dreaming BIGGIE turns entrepreneurial dreams into reality through authentic conversations about business strategy, community building, and purposeful growth. Host Angel Holmes shares real-world insights from her experience with Charleston Wine + Food Festival, Like Minded Charleston, and The Brighter Side Society, alongside guests who are making meaningful impact. Whether you're starting a business, scaling your venture, or building community, each Wednesday brings actionable advice for your entrepreneurial journey.

Information

  • Creator
    Angel Holmes
  • Years Active
    2K
  • Episodes
    43
  • Rating
    Explicit
  • Copyright
    © Copyright 2025 Angel Holmes
  • Show Website
    Never Stop Dreaming Biggie