Never Stop Dreaming Biggie

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 it
• Hear the honest story of my faith journey, from childhood protection to a season of self-reliance to fully recommitting in my 50s
• Learn why I'm finally saying yes to writing the book I've been putting off, and the two fears that held me back
• Discover the "mountain climbing" mindset for chasing a dream — why little steps matter more than giant leaps
• Get the signs to look for when a dream is actually meant to be
• Hear an honest update on the Homestead Hideaway search and why we're staying open to how it unfolds
• Understand why contentment — not just chasing the next thing — is the real goal
• Get an update on the Homestead Angels 100 campaign, hurricane relief prep, and the new Homestead Angel Boxes

Connect with Us: 🎙 @neverstopdreamingbiggie 📱 @angelpholmes 🌐 sipindipity.com 📧 [email protected]

Learn More: 🌴 The Holmestead Hideaway: theholmesteadhideaway.com 👼 The Homestead Angels: homesteadangels.org

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 matters
• Understand the difference between followers who watch quietly and friends who truly show up
• Learn how to process hurt and disappointment without staying stuck in it
• Get an honest look at living with depression, and the tools that help walk through hard seasons
• Discover why community isn't something that happens to you — it's something you have to pour into
• Meet Melinda Weldon and hear how losing a job led her to Charleston, Like Minded, and a whole new chapter
• Learn the story behind Cookie and Claws, Melinda and Jeff's Santa and Mrs. Claus business
• Hear 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 📧 [email protected]

Learn More: 🌴 The Holmestead Hideaway: theholmesteadhideaway.com 👼 The Homestead Angels: homesteadangels.org 🎅 Cookie and Claws: https://www.instagram.com/the_porch_light/ on Instagram

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 time
• Learn what made Bequia stand out above Grenada and Barbados
• Understand the practical factors that shaped the decision — tourism season length, land size, accessibility, and community fit
• Discover how relationships with local realtors and advisors shaped the search
• See how faith and prayer guided every step of the process, not just the final decision
• Get a behind-the-scenes look at what it really takes to scout land for a nonprofit retreat abroad
• Hear our live prayer dedicating this decision and this project to God
• Catch up on where things stood heading into the final stretch before choosing Bequia

Connect with Us: 🎙 @neverstopdreamingbiggie 📱 @angelpholmes 🌐 sipindipity.com 📧 [email protected]

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

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 calling
• Learn how Angel turned decades of island trips and hospitality experience into a clear business vision
• See why she chose to build through a 501(c)3 nonprofit instead of private investors
• Understand exactly where the money goes — half to island charities in Bequia, half to U.S. and Caribbean disaster relief
• Apply the "if I don't ask, the answer is always no" mindset to your own big ask
• Learn the Homestead Angels' one-time giving model and why it's different from typical fundraising
• Discover the Homestead Angel Boxes and how they support disaster relief efforts
• See how 20+ years of building the Charleston Wine + Food Festival prepared Angel for her biggest project yet

Connect with Us: 🎙 @neverstopdreamingbiggie 📱 @angelpholmes 🌐 sipindipity.com 📧 [email protected] 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

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 ambition
• Learn what it really takes to build a business AND a marriage with your spouse, from boundaries to trust
• Understand how Amy built The Helm and why trust and vulnerability are the superpowers behind it
• Explore the "rising tide raises all ships" mindset — leading from abundance instead of scarcity
• Recognize how a devastating loss can redefine your purpose and reshape an entire company culture
• Embrace people-first leadership and why empathy is a competitive advantage, not a weakness
• Apply Amy's approach to filling your own cup — and why two hours of quiet can power a whole week
• Learn 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: [email protected] 🌴 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

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 the Voice of God," Angel breaks down the practical, biblically-grounded ways to test whether the voice you're hearing is leading you toward your purpose — or away from it.

This isn't fluffy, surface-level inspiration. Angel shares the 7-question filter she uses to discern God's voice, the ways God actually speaks to us — from Scripture to godly counsel to pain to silence — and how she carves out 10 quiet minutes a day to get still, listen, and hear Him clearly. She gets real about spiritual warfare and her "Not today, Satan" mindset, and she breaks down one of the most important distinctions in the whole episode: the difference between conviction ("this needs to change") and condemnation ("you're worthless") — and why one of those never, ever comes from God.

Angel also opens up about how she and her husband Brian are praying through major decisions right now with The Holmestead and their new nonprofit, leaning on wise counsel and refusing to rush anything that doesn't come with peace. She shares how she discovered her God-given purpose through her unique SHAPE — Spiritual gifts, Heart, Abilities, Personality, and Experiences — and how being truthful, direct, AND kind is the standard every one of us is called to.

The "I" in BIGGIE stands for Inspire — because we're meant to inspire through our actions, our faith, and our willingness to live out the purpose God placed in us. And that's the heart of this episode: learning to hear God clearly so you can step into the dream He's already calling you toward.

Key Takeaways:

• Discover the 7 ways to test whether what you're hearing is really from God — and not the enemy or your own mind
• Learn why "if it's not in the Bible, it's not true" is the first filter for every decision
• Understand the critical difference between conviction and condemnation, and how to tell which voice you're hearing
• Explore the ways God speaks to us, from Scripture and godly people to impressions, pain, and silence
• Apply Angel's daily 10-minute practice of stillness to start hearing God more clearly in your own life
• Embrace the power of specific prayer — the same way Angel prayed for Brian before they ever met
• Recognize your God-given SHAPE and how it points you straight to your purpose
• Learn how to make big decisions with peace, prayer, and wise counsel instead of fear and rushing

🎙 Podcast: Never Stop Dreaming BIGGIE 📱 Instagram: @neverstopdreamingbiggie | @angelpholmes 🌐 Website: sipindipity.com 📧 Email: [email protected] 🌴 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. — Want to join the Brighter Light Bible Study? Angel mentions it in this episode: it meets on Zoom every other Sunday at 4:00 PM, you can come once or come often. Email for the application

📖 Hearing the Voice of God study by Rick Warren https://www.pastorrick.com/current-teaching/series/hearing-the-voice-of-god-2025

📖 The Purpose Driven Life by Rick Warren https://www.purposedriven.com/

🎧 Daily Hope podcast & devotional by Rick Warren https://www.pastorrick.com/

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 curtain on what it actually takes to build something huge while real life keeps happening all around you.

This is the Holmestead Chronicles update so many of you have been waiting for. Angel and Brian get honest about the $5 million they're raising to build The Holmestead — and the unconventional, community-first way they're going about it. Inspired by a story of 300 women who pooled their money to buy a French villa, they're reimagining fundraising as something joyful: charity bartending nights, drink collaborations with their favorite local spots, pop-up events, and a "reach out to everybody we know" approach rooted in faith and friendship instead of cold corporate asks.

But this episode is about so much more than money. Brian opens up about hitting his pension point after 28 years at one company and stepping into a brand-new chapter. The two talk about house-hunting in Park Circle, the blessing of working with family, and why Angel's "always pivoting" nature is actually a superpower when you're following where God leads. Plus, Angel shares the big news: she's officially launched the final pieces of her business — Brighter Week and Brighter Home — and she's headed to FAB to learn the hospitality ropes from the best.

The "G" in BIGGIE stands for Give — because success means nothing if we're not lifting others. And that's the heartbeat of this whole episode: building a dream that pours back into community, honors the people and places you love, and invites everybody to be part of something bigger than themselves.

Key Takeaways:

• Discover the creative, community-first strategy behind raising $5 million for The Holmestead — and why they're skipping the typical fundraising playbook
• Learn how a story about 300 women buying a French villa sparked an entirely new way to fund a dream
• See why charity bartending, drink collabs, and pop-up events might be the most fun fundraiser you've ever heard of
• Understand what it really feels like to retire after 28 years — and how to step into a new chapter without fear
• Embrace why being a "big pivoter" is a strength, not a flaw, when you're following God's path
• Apply the faith-first mindset that keeps Angel and Brian grounded as they chase something this big
• Recognize how working with family the right way can be a blessing, not a burden
• Explore the launch of Brighter Week and Brighter Home — and why Angel is finally building the last pieces of her business

🎙 Podcast: Never Stop Dreaming BIGGIE 📱 Instagram: @neverstopdreamingbiggie | @angelpholmes 🌐 Website: sipindipity.com and The Brighter Home https://sipindipity.com/the-brighter-home 📧 Email: [email protected] 🌴 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

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 hear.

Angel opens up about the season she's living in right now: blessed with lifelong childhood friends, long-distance ride-or-dies, and business friends she sees all the time — and yet still missing that one person she can go truly deep with. She shares the story of how God answered that exact prayer once before, through a run club, a Bible study, and a friendship she basically "stalked" her way into — and why she believes the right person is coming again if she's willing to put herself out there.

This episode is for the woman who feels isolated in a busy season, who's tired of one-sided coffee dates, or who just needs the reminder that she's not the only one quietly wishing for deeper connection. It's not only about feeling lonely — it's about becoming the kind of friend worth having.

The "I" in BIGGIE stands for Inspire — and Angel's hope is that her honesty inspires you to stop hiding the lonely parts, lean into your faith, and go find your people on purpose.

Key Takeaways:

• Discover why you can have a full calendar and a wide circle and still feel deeply lonely
• Learn the difference between friends for a season, a reason, and a lifetime — and why you need all three
• Understand how Angel prayed her way into one of her closest friendships through a run club and Bible study
• Apply the "Wait, why am I talking?" check that instantly makes you a better listener and friend
• Recognize a one-upper — and make sure you're not being one
• Use the out-of-body self-awareness exercise (and Tony Robbins' "modeling" trick) to uncover your blind spots
• See why true two-way friendships are so rare — and how to know when you've found one
• Learn how to lean on your faith as your foundation when no one else is around

🎙 Podcast: Never Stop Dreaming BIGGIE

📱 Instagram: @neverstopdreamingbiggie | @angelpholmes

🌐 Website: sipindipity.com 📧 Email: [email protected]

🌴 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

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 journey started with a called-off wedding and a college dropout moment happening at the same time. Instead of falling apart, she built a wedding planning business just to keep the lights on — and accidentally discovered her love for entrepreneurship. That one brave pivot led to a coaching business, a thriving podcast, a growing community of women, and now an in-person conference that's helping women come home to themselves and the businesses they actually want to build.

This episode is for the woman who's been afraid to close a chapter that's no longer serving her, who's questioning whether her dream is too big, or who just needs to hear from someone who's been in the messy middle and came out building something beautiful on the other side.

The "G" in BIGGIE stands for Grow — and Hayley's entire story is proof that the most meaningful growth doesn't happen around your challenges. It happens right through them.

Key Takeaways:

• Discover how a called-off wedding became the unexpected launch pad for a thriving business empire
• Learn why pivoting isn't quitting — and how to know the difference when you're in it
• Understand how the Females on Fire Podcast was born out of loneliness and a few Zoom calls
• See why Hayley opened her first conference in sweatpants — and what that moment means for every woman afraid to show up as herself
• Apply the "welcome home" framework to get back to the business and life you actually want
• Learn how to stop chasing other people's strategies and trust your own direction
• Discover why getting in the room with other women might be the highest-return investment you make in your business
• Understand how speaking your big dreams out loud — even the weird ones — is the first step to making them real

🎙 Podcast: Never Stop Dreaming BIGGIE 📱 Instagram: @neverstopdreamingbiggie | @angelpholmes 🌐 Website: sipindipity.com 📧 Email: [email protected] 🌴 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

🎟 Females on Fire Conference — June 16-18, Charlotte NC Use code ONFIRE25 for 25% off your ticket at femalesonfire.co/conference

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 Holy City Brewing Company speakeasy at 52, to stepping back from The Brighter Side Society as a paid community, to calling out the performative side of entrepreneur culture — this episode is a reminder that following your purpose sometimes means releasing the thing everyone else thinks you should keep.

This is the episode for the woman who's been holding on out of obligation, wondering if she's too old to try something new, or exhausted by the pressure to have it all figured out — because the truth is, letting go of what's not working is often the most strategic move you'll ever make.

The "I" in BIGGIE stands for Inspire — and Angel's willingness to show up real, pivot out loud, and chase purpose over perfection is exactly the kind of inspiration that actually sticks.

Key Takeaways:

• Discover how to know when it's time to pivot vs. when to push through
• Learn why Angel stepped back from The Brighter Side Society — and what she's building instead
• See how guest bartending at 52 is directly connected to her bigger Caribbean dream
• Understand why chasing purpose over money leads to more fulfillment and better decisions
• Apply the "if it's not moving you forward, it's pulling you back" filter to your own business
• Learn how to release community, titles, and salaries that no longer align — without guilt
• Discover why showing up unpolished and real builds more trust than any highlight reel
• See why it is truly never too late to learn a new skill, start over, or say yes to something scary

🎙 Podcast: Never Stop Dreaming BIGGIE

📱 Instagram: @neverstopdreamingbiggie | @angelpholmes

🌐 Website: sipindipity.com 📧 Email: [email protected]

🌴 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