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. Episode 49: Dreaming BIGGIE Behind the Bar: We Let AI Teach Us Bartending and the Results Were Mixed (Literally)

    2D AGO

    Episode 49: Dreaming BIGGIE Behind the Bar: We Let AI Teach Us Bartending and the Results Were Mixed (Literally)

    In Episode 49 of Never Stop Dreaming Biggie, Brian and I are back together for our February Homestead update — and this time, we let AI teach us how to bartend. The results? Mixed. Literally. This episode is equal parts Valentine's chaos, cocktail experiments, marriage conference highlights, and real talk about where we are with The Holmestead Hideaway. We kicked off the weekend at the Seacoast Marriage Conference where we serve on the prayer team and lead the SYMBIS program. We got to meet Les and Leslie Parrott — the creators of SYMBIS — in person after seven years of teaching their material, and walked away with new tools for our marriage (like the three-squeeze hand trick we probably should have used before hitting record). Then we came home, fired up our AI COO Viva, and attempted to make four classic cocktails: a daiquiri, a Negroni, a Manhattan, and the Harry Maude martini. The daiquiri was a disaster. The Negroni was a showstopper. Brian debuted his signature Holmes Fashion old fashioned with homemade Cheerwine simple syrup, and I learned that he's naturally better at stirring than I am — and I'm not happy about it. Whether you're dreaming of opening your own bar, navigating business with your spouse, or just need a good laugh watching two entrepreneurs fumble through cocktail measurements with questionable jiggers and an AI coach, this episode is for you. We also share major updates on The Holmestead Hideaway in Bequia, our search for capital stewards, dreams of bringing Cheerwine and Waffle House to the Caribbean, and plans for our podcast's one-year anniversary at the Charleston Wine and Food Festival. The "G" in BIGGIE stands for Grow — and growing through challenges (not around them) looks a lot like two people standing at a home bar with bad measurements, a shaker that won't open, and a dream that's bigger than any cocktail fail. Key Takeaways: Discover how AI can serve as your bartending coach and business COO (meet Viva)Learn the proper stirring technique that keeps your cocktails quiet and professionalUnderstand why more ice actually means less dilution in your drinksMaster the classic Negroni with gin, sweet vermouth, and CampariCreate Brian's signature Holmes Fashion old fashioned with Cheerwine simple syrupNavigate learning new skills as a couple without losing your mind (or your marriage)Implement the three-squeeze hand trick from Les and Leslie Parrott's marriage teachingsBuild relationships with brands and creators before using their recipes or productsDevelop your bar menu by starting small and perfecting a few signature drinksExplore the capital steward model for funding passion projects and charity-driven businessesPlan phased business launches from friends-and-family testing to pop-ups to full openingConnect with your community through in-home speakeasy-style soft launches Connect with Us: 🎙 @neverstopdreamingbiggie 📱 @angelpholmes 🌐 sipindipity.com 📧 angel@neverstopdreamingbiggie.com Learn More: 🌴 The...

    49 min
  2. Episode 48: The Brighter Week: Why Cookie-Cutter Time Management Fails Entrepreneurs

    FEB 4

    Episode 48: The Brighter Week: Why Cookie-Cutter Time Management Fails Entrepreneurs

    In Episode 48 of Never Stop Dreaming Biggie, I'm sharing a raw, unfiltered solo episode recorded on day four of a spiritual fast that changed everything. This is the episode where God downloaded the vision for The Brighter Week—a completely customizable time management and productivity system designed specifically for entrepreneurs and ambitious women who are tired of cookie-cutter systems that don't work for their unique brain, business, or life. This conversation is packed with vulnerable moments, divine revelations, and practical strategies. I share the exact sleepless night where God told me to "cleanse your life and start packing" for The Holmestead project, and how He revealed a system that's already giving me 6-7 hours back every week without the hustle. We dive deep into why every productivity system you've tried has failed (spoiler: they're designed for someone else, not you), how to use AI as your virtual COO, and why you need both mindset and systems to achieve big dreams. Whether you're drowning in to-do lists, exhausted from following other people's routines, or ready to finally create calm and clarity in your business and life, this episode offers the breakthrough you've been praying for. I'm launching The Brighter Week in March with a beta test group from The Brighter Side Society, and you can join the waitlist or take the free personality assessment to discover your unique productivity type. The "B" in BIGGIE stands for Believe—and believing you can have a customized system that actually works for your life (not someone else's) is the first step to getting your time, sanity, and dreams back. Key Takeaways: Discover why traditional time management systems fail entrepreneurs and how to fix itLearn the personality assessment framework that determines your unique productivity styleImplement the exact morning routine that gives you 2-3 hours for prayer, breakfast, and workoutsCreate customizable Notion workspaces with AI prompts designed for your business needsDevelop systems that return 2-7 hours per week without burnout or hustle cultureMaster the art of day-themed business strategy and Sabbath rest for sustainable growthUnderstand how AI can become your virtual COO and business partnerNavigate major life transitions with spiritual clarity and practical organizationBuild lifetime systems with ongoing community support and accountabilityAccess VIP day options for personalized setup and customization helpJoin The Brighter Week beta test or March launch waitlist todayTake the free assessment to discover your productivity personality type Connect with Us: 🎙 @neverstopdreamingbiggie 📱 @angelpholmes 🌐 sipindipity.com 📧 angel@neverstopdreamingbiggie.com Learn More: 🌴 The Holmestead Hideaway https://theholmesteadhideaway.com/ 👩‍💼 The Brighter Side Society https://sipindipity.com/brighter-side-society 💼 One-on-One Coaching https://sipindipity.com/mentorship-2025 📅 The Brighter Week Waitlist & Free Assessment...

    18 min
  3. Episode 47: From Imposter Syndrome to 8-Figure Exit: Building a Product Business with Purpose

    JAN 28

    Episode 47: From Imposter Syndrome to 8-Figure Exit: Building a Product Business with Purpose

    In Episode 47 of Never Stop Dreaming Biggie, I'm joined by Lisa Simone Richards for our first guest episode of 2026. Lisa is a former publicist turned product founder who made the bold decision to blow up her 20-year career to launch Pearl Spark Pages and the Female Founders Journal—a guided journal specifically designed to help women entrepreneurs overcome imposter syndrome, build authentic confidence, and celebrate their wins. This conversation is packed with real talk about the messy middle of entrepreneurship. Lisa shares the exact moment she felt like a fraud on stage despite her success, why she walked away from a thriving service-based business, and how she's now building a product company with a crystal-clear 8-figure exit strategy by 2031. We dive deep into how she funded her business through community instead of paid advertising, the power of building in public, and why journaling isn't just wellness—it's a legitimate business strategy that rewires your brain for success. As fellow former publicists, Lisa and I connect on so many levels including working with our spouses in business, the importance of systems and consistency, and why surrounding yourself with the right community is worth more than any course or consultant. Whether you're considering a business pivot, struggling with self-doubt, or wondering how to grow without social media burnout, this episode offers both inspiration and practical implementation strategies. The "B" in BIGGIE stands for Believe—and Lisa's journey from perfectionism and fear to building a business designed for impact and exit is proof that when you believe in yourself and let others into your journey, magic happens. Key Takeaways: Learn why 75% of female leaders experience imposter syndrome and how to push past it permanentlyDiscover the "document, don't create" content strategy that makes social media authentic and sustainableUnderstand how Lisa funded 40% of her Kickstarter campaign through community investment aloneMaster the art of building a business with your spouse without losing your mindImplement the BRAGGS framework for morning confidence rituals that actually workCreate daily celebration habits using "Today I'm proud of myself for" promptsNavigate the pivot from service-based to product-based business with confidenceBuild intentional community that supports your growth instead of just consuming contentDevelop a clear exit strategy and business goals that keep you focusedLeverage publicity and storytelling skills to grow without paid advertisingControl your inner narrative using Emma Greed's wisdom about training your brainPour into community before taking from it—the secret to organic business growth Connect with Lisa Simone Richards: 📓 Female Founders Journal https://www.femalefoundersjournal.com 🛍️ Pearl Spark Pages a href="https://www.pearlsparkpages.com/" rel="noopener noreferrer"...

    43 min
  4. Episode 46: Overcoming Imposter Syndrome: From Fear to Fearless in Business

    JAN 21

    Episode 46: Overcoming Imposter Syndrome: From Fear to Fearless in Business

    In Episode 46 of Never Stop Dreaming Biggie, I'm getting real about the number one thing holding entrepreneurs back: lack of confidence. If you've ever struggled with imposter syndrome, felt like you're not qualified enough, or played small when you know you're meant for bigger things, this solo episode will show you how to overcome fear and build the unshakeable confidence you need to succeed. I'm sharing my personal journey from losing everything in bankruptcy at age 50 to reclaiming my power and embracing my identity as a queen in business. You'll hear the prophetic revelation that changed how I see myself, why Mel Robbins' high-five habit actually works, and how my Word of the Year—Fearless—is transforming my entire approach to entrepreneurship and The Holmestead launch. This isn't just motivational fluff. I'm giving you practical, actionable confidence-building strategies you can implement today: daily rituals that rewire your brain, why fear is NOT from God, how to be your own biggest cheerleader without being cocky, and the critical importance of surrounding yourself with confident people who believe in you. Plus, I'm getting vulnerable about almost giving up on the podcast and The Brighter Side Society, and the mindset shift that turned everything around and brought my biggest membership month ever. The "B" in BIGGIE stands for Believe—and if you don't believe in yourself, no one else will either. This episode is your permission slip to stop playing small and own the unique gifts God created you with. Key Takeaways: Understand why confidence is the #1 differentiating factor for successful entrepreneursLearn the difference between true confidence and flashy overcompensation from insecurityDiscover Mel Robbins' high-five habit and why it builds unshakeable self-beliefMaster the "If it's in you, it's for you" mindset that eliminates imposter syndromeCreate your Word of the Year to transform your confidence and business approachImplement daily confidence rituals including prayer, journaling, and affirmationsRecognize signs of low confidence in yourself and others (and how to fix them)Surround yourself with confident people who will lift you up and believe in your visionUnderstand why giving up is the #1 reason entrepreneurs fail—and how to push throughLearn how to be your own best friend and biggest cheerleader without arroganceRewire your brain around fear using faith-based principles and Joyce Meyer's wisdomBuild belief systems that attract the right opportunities and people into your business Connect with Us: 🎙 @neverstopdreamingbiggie 📱 @angelpholmes 🌐 sipindipity.com 📧 angel@neverstopdreamingbiggie.com Learn More: 🌴 The Holmestead Hideaway...

    22 min
  5. Episode 45: The Giving Bar Revolution: How We're Building a Legacy That Changes Lives

    JAN 14

    Episode 45: The Giving Bar Revolution: How We're Building a Legacy That Changes Lives

    In Episode 45 of Never Stop Dreaming Biggie, Brian and I are pulling back the curtain on The Holmestead Hideaway—our revolutionary Caribbean giving bar and retreat where 100% of profits go to charity. If you've ever dreamed of building a business with purpose beyond profit, wondered how to create a legacy that changes lives, or want to see what faith-based social entrepreneurship looks like in action, this episode reveals our complete vision and mission for this transformational project. We're sharing our 2026 words of the year (Fearless and Thrive), the 10-year journey of how God called us to create The Holmestead, and the two powerful charitable missions driving everything: supporting local Caribbean island communities through grants and education, and funding disaster relief worldwide through The Holmestead Angels nonprofit born from our Hurricane Helene relief work in Asheville. This isn't your typical hospitality business—it's a giving bar designed to create the most incredible experience on earth while transforming lives. From funding island entrepreneurs and artists to providing bartending and hospitality training, from supporting infrastructure projects to responding to natural disasters, every dollar guests spend becomes a vehicle for change. We're talking about sustainable impact that will outlive us and create generational transformation. Brian shares the Holmes Fashion cocktail success story while I dive into my batching cocktails masterclass with Ford's Gin, but more importantly, we reveal why we're seeking capital stewards instead of traditional investors, how the financial structure prioritizes giving over personal gain, and the timeline that could see us launching as early as next month. We're getting vulnerable about grief, legacy, faith, and why building something meaningful matters more than accumulating wealth. The "G" in BIGGIE stands for Give—because success means nothing if we're not lifting others. This episode is a masterclass in purpose-driven entrepreneurship and an invitation to be part of something bigger than yourself. Key Takeaways: Discover the giving bar concept where 100% of profits support charitable missionsLearn the two charitable legs: 50% to local island communities, 50% to disaster reliefUnderstand why capital stewards create better partnerships than traditional investors for mission-driven businessesHear real examples of island projects: boat upgrades, artist grants, entrepreneur fundingExplore educational programs bringing hospitality and bartending training to islandersThe Holmestead Angels nonprofit origin story from Hurricane Helene relief workWhy faith-based business can be inclusive and welcoming to all peopleHow to structure a social impact business that prioritizes legacy over profitThe 10-year journey from BevCon vision to Caribbean hideaway realityTimeline and next steps: property secured, designers hired, launch imminentCreating unforgettable hospitality experiences that make guests feel like rockstarsWhy...

    28 min
  6. Episode 44: New Year, BIGGIE You: How to Set Business Goals That Actually Work in 2026

    JAN 7

    Episode 44: New Year, BIGGIE You: How to Set Business Goals That Actually Work in 2026

    In Episode 44 of Never Stop Dreaming Biggie, I'm kicking off 2026 with a powerful solo episode about setting business goals that actually work and avoiding the new year burnout that stops most entrepreneurs by February. If you've ever felt the pressure to accomplish everything at once in January, struggled with staying consistent throughout the year, or need clarity on what to focus on first, this episode gives you the framework to build sustainable momentum all year long. As we step into 2026, I'm sharing my personal approach to vision boards, goal setting, and introducing the revolutionary Four Cs framework (Calm, Confidence, Clarity, Connection) that will shape The Brighter Side Society and this podcast throughout the year. This isn't about overwhelming yourself with 50 resolutions—it's about strategic focus, sustainable energy, and building the business you actually want without sacrificing your sanity or your life. I dive deep into why focusing on ONE big goal for the year is more powerful than scattering your energy across dozens of projects, how to break down that massive dream into manageable 30-60-90 day milestones, and the Dream Tracker method that keeps me accountable and on track. You'll hear about my vision board celebration with The Brighter Side community, the power of visualization backed by action, and why consistency throughout the year beats January intensity every single time. This episode also explores how to use AI as your strategic planning partner, the transformative power of my 10-minute prayer and journaling practice for business clarity, and why finding your accountability partner or business community is non-negotiable for success. I'm getting real about imposter syndrome, celebrating wins before setting new goals, and the importance of balancing ambition with calm—because burnout doesn't build empires. The "B" in BIGGIE stands for Believe - and believing in your vision requires both seeing it clearly (hello, vision boards!) and taking consistent action every single day. This episode gives you permission to dream BIGGIE while staying grounded in practical, sustainable strategies that actually work. Key Takeaways: Focus on ONE major goal for 2026 instead of overwhelming yourself with endless resolutionsCreate vision boards that visualize your dreams and keep them visible dailyBreak annual goals into 30-60-90 day milestones for actionable progressConsistency throughout the year beats motivation and intensity in January aloneThe Four Cs Framework: Calm, Confidence, Clarity, Connection for 2026 successUse AI strategically to clarify your vision, prioritize goals, and plan action stepsImplement a 10-minute daily practice (prayer, meditation, journaling) for business clarityFind your accountability partner or join a community - you're not meant to do this aloneCelebrate last year's wins and reflect on lessons before planning the new yearSpread your energy strategically across 12 months instead of burning out in oneBuild confidence by embracing who you are and knowing you have everything you needli...

    19 min
  7. Progress Over Perfection: Launch Your Business the Right Way

    12/31/2025

    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
  8. 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
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5
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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
    49
  • Rating
    Explicit
  • Copyright
    © Copyright 2026 Angel Holmes
  • Show Website
    Never Stop Dreaming Biggie