Angel Holmes

Never Stop Dreaming Biggie

Business EN ↓ 70 episodes

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,...

Author

Angel Holmes

Category

Business

Podcast website

sipindipity.com

Latest episode

Jul 8, 2026

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Episodes

Episode 70: The Holmestead Chronicles: A Look Back at How It All Began (Best Of) 08.07.2026

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 an...

Episode 69: God, Grief, and a $5 Million Dream: The Real Story Behind the Homestead Hideaway 01.07.2026

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 mar...

Episode 68: Living a Big Life: Building Community for Executive Mothers with Amy Stasiukaitis 24.06.2026

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...

Episode 67: How to Hear from God: 7 Ways to Know It's Really Him 17.06.2026

Have you ever felt a nudge, a thought, or a pull in a certain direction and wondered — is this God, the enemy, or just my own mind? In Episode 67 of Never Stop Dreaming Biggie, Angel Holmes goes solo for one of her most personal and faith-filled episodes yet: a deep dive into how to actually hear the voice of God and learn to trust what you're hearing. Pulling from the Rick Warren study "Hearing t...

Episode 66: The Holmestead Chronicles: 300 People, $5 Million, One Big Dream 10.06.2026

What does it really look like to chase a dream so big it scares you — while still working a full-time job, raising a houseful of kids, and keeping your marriage fun? In Episode 66 of Never Stop Dreaming Biggie, Angel Holmes is joined by her husband Brian — affectionately known as the "Director of No Fun" — for a date-night episode recorded on the dock at Isle of Palms. Together they pull back the...

Episode 65: The Loneliness Nobody Talks About: Finding Deep Friendship as a Grown Woman 03.06.2026

What do you do when your life looks full but your heart still feels empty? In Episode 65 of Never Stop Dreaming Biggie, Angel Holmes gets honest about something most women are too embarrassed to say out loud — the quiet loneliness that creeps in even when you're surrounded by people. This is the conversation about adult friendship, faith, and finding your person that so many of us need but rarely...

Episode 64: The Pivot That Changed Everything: Lessons from a College Dropout Turned CEO 27.05.2026

What if the scariest pivot you ever made turned out to be exactly right? In Episode 64 of Never Stop Dreaming Biggie, Angel Holmes sits down with Hayley Luckadoo — podcast host, speaker, business coach, and founder of the Females on Fire Conference — for a conversation that proves your rock bottom moments aren't the end of your story. They're often just the beginning of the best one. Hayley's jour...

Episode 63: It's Never Too Late to Start Over: Lessons from Learning New Skills at 52 20.05.2026

In this episode, Angel Holmes shows up exactly as she is — no makeup, fresh off yoga, completely unplanned — for one of the most honest episodes she's ever recorded. After scrapping a whole pre-recorded episode that didn't feel right, Angel hits record and gets real about the pivots, the letting go, and the unexpected new chapters that are quietly shaping everything. From guest bartending at a Hol...

Episode 62: From Bartender to Bar Owner: Faith, Nonprofits & Building Our Caribbean Dream 13.05.2026

In this episode, Angel Holmes and her husband Brian are back together in the bar — literally — for a real-time update on everything happening with The Holmestead Hideaway, Homestead Angels, and Angel's unexpected new chapter as a professional bartender. From training at one of Charleston's most exclusive private clubs to making cocktails live on air, to announcing their official nonprofit status a...

Episode 61: From Fax Machines to AI: How I Built a Career Before the Internet Existed 06.05.2026

In this solo episode, Angel Holmes pulls back the curtain on 30+ years of PR, events, and community building — sharing stories she's never fully told before and the through-line that connects all of it to her biggest project yet. From designing a staffing agency menu straight out of college to closing down the streets of Charleston for a torch run, to hosting the first-ever public dinner at Fort S...

Episode 60: Your Story Is Your Strategy: Speaking, Visibility & Converting Clients with Marta Spirk 29.04.2026

What happens when a Brazilian-born speaking coach, triplet mom, national anthem singer, jujitsu competitor, and published author walks into your podcast? You get one of the most unexpected and powerful conversations about owning your story, finding your voice, and using both to build a business that actually converts. In this episode, Angel sits down with Marta Spirk — speaking coach, visibility s...

Episode 59: Off the Cuff: Faith, Family & the Real Talk No One's Having 22.04.2026

In Episode 59 of Never Stop Dreaming Biggie, Angel Holmes throws out the script entirely — no plan, no guest, no agenda — and delivers one of the most honest, unfiltered conversations she has ever had. Inspired by her love of Dave Chappelle's tell-it-like-it-is style, this Off the Cuff episode goes deep on the topics most podcasts are too polished to touch: childhood abuse, the faith that carried...

Episode 58: Stop Being Overwhelmed: The System That Gets High-Achieving Women More Done in Less Time 15.04.2026

In Episode 58 of Never Stop Dreaming Biggie, Angel Holmes gets real about the one thing holding most high-achieving women back — and it is not laziness, lack of motivation, or even time. It is structure. This solo episode breaks down Angel's Brighter Week system, the personalized productivity method she has built for women entrepreneurs who are done spinning their wheels and ready to actually move...

Episode 57: Charleston Wine + Food Festival Part 3: Final Days, Food Finds & Festival Favorites 08.04.2026

In Episode 57 of Never Stop Dreaming Biggie, Angel Holmes and Brian take you behind the scenes for the final days of the Charleston Wine + Food Festival — and it is exactly as delicious, exhausting, and inspiring as you would hope. This wrap-up episode captures the energy of five full days in the Culinary Village through off-the-cuff chef interviews, barbecue nights, pop-up parties, and real conve...

Episode 56: Faith, Fire & Female Founders: Putting God First in Your Business 01.04.2026

In Episode 56 of Never Stop Dreaming Biggie, Angel Holmes opens up about the faith journey that has quietly become the foundation of everything she is building — and welcomes Brighter Side Society member and marketing powerhouse Tonya Childs for a conversation that is equal parts vulnerable, practical, and deeply inspiring. Angel has been on a personal journey of putting God first in her business,...

Episode 55: Master Your Inner Voice, Master Your Life: Self-Mastery Tools for Female Entrepreneurs 25.03.2026

In Episode 55 of Never Stop Dreaming Biggie, Angel Holmes is joined by her favorite returning guest — energetic alignment and self-mastery coach Rebekah Hogan — for a conversation that will genuinely shift something inside you. Rebekah is back for her second appearance on the podcast because, as Angel says, she has simply changed her life, and this episode shows you exactly why. Rebekah spent the...

Episode 54: Culinary Legends & Real Talk: Charleston Wine + Food Festival 20th Anniversary Part 2 18.03.2026

In Episode 54 of Never Stop Dreaming Biggie, Angel and Brian Holmes are back LIVE from the Charleston Wine + Food Festival's 20th Anniversary — straight from the Hospitality Hub at High Wire Distilling Company. This is Part 2 of our special multi-part series, and this one gets personal, hilarious, and deeply meaningful all at once. Angel sits down with Lisa Buzzelli (original CWFF planning committ...

Episode 53: Behind the Scenes at Charleston Wine & Food Festival's 20th Anniversary Part 1 11.03.2026

In Episode 53 of Never Stop Dreaming Biggie, Angel and Brian Holmes is coming to you LIVE from the Charleston Wine + Food Festival's 20th Anniversary — recorded straight from the Hospitality Hub at High Wire Distilling Company. This is Part 1 of a special multi-part series featuring the OGs who helped build one of the South's most celebrated culinary events, and the real stories behind what it too...

Episode 52: How I Built a 20-Year Legacy from Zero: The Charleston Wine & Food Festival Origin Story & the System That Made It Possible 04.03.2026

Join Angel Holmes as she shares the untold origin story of the Charleston Wine & Food Festival — now celebrating its 20th anniversary — and the real systems and beliefs that made it possible. This episode is packed with hard-won wisdom, vulnerable storytelling, and practical tools for women entrepreneurs and anyone building something meaningful from the ground up. In This Episode You'll Discov...

Show Up As You Are: Lessons in Business & Community with Sarah Frick 25.02.2026

In Episode 51 of Never Stop Dreaming Biggie, I'm joined by Sarah Frick, founder of The Works — Charleston, SC's most beloved boutique fitness community with six locations across the Lowcountry. This community-driven episode dives deep into what it really takes to build a business rooted in authentic human connection, servant leadership, and the belief that your competitors are actually your commun...

Episode 50: The Year of the Horse: Shedding What No Longer Serves You 18.02.2026

In Episode 50 of Never Stop Dreaming Biggie, I'm sharing a raw, unfiltered conversation about entering life's second half with intention and stepping into the Year of the Horse. This milestone solo episode dives deep into boundaries, burnout recovery, and why high-achieving women must stop giving everything away for free. I hit 52 this year and I'm officially at halftime — that transformative phas...

Episode 49: Dreaming BIGGIE Behind the Bar: We Let AI Teach Us Bartending and the Results Were Mixed (Literally) 11.02.2026

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 Ma...

Episode 48: The Brighter Week: Why Cookie-Cutter Time Management Fails Entrepreneurs 04.02.2026

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 do...

Episode 47: From Imposter Syndrome to 8-Figure Exit: Building a Product Business with Purpose 28.01.2026

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 confi...

Episode 46: Overcoming Imposter Syndrome: From Fear to Fearless in Business 21.01.2026

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'...

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