Under the Oaks with Amy Romfo & Jenny Harrison
Under the Oaks with Amy Romfo & Jenny Harrison
Podcast Description
Welcome to Under the Oaks, where we give you a front row seat to everything you’ve ever wanted to know about building a personal brand, growing a business, and weaving your faith into every step of it.
Join your hosts, Amy Romfo, creator of The Coastal Oak on Instagram, and Jenny Harrison, your go-to social media manager, as they sit down each week with some of your favorite creators to dive deep into the messy, beautiful, and sometimes hilarious realities of what it takes to run a personal brand, live with intention, and keep things authentic in an online world that’s anything but.
The duo is pulling back the curtain on all things:
- Building an authentic personal brand,
- Running a business while figuring it out along the way,
- Integrating your faith into all aspects of life,
- Creating an engaged online community, and
- Juggling being real with running a business.
With their roots planted in Charleston, SC, the Under The Oaks podcast is here to provide a happy, warm, and nurturing spot in your week, much like the historic Oak Trees that Charleston is known for.
Whether you're a creator yourself or just here for the behind-the-scenes scoop, we’ve got something for you. So, pull up a chair, grab a coffee and let’s get real Under the Oaks.
Podcast Insights
Content Themes
The podcast centers around building authentic personal brands, managing businesses, integrating faith into personal and professional life, creating engaged online communities, and balancing authenticity with entrepreneurial demands. Specific episodes include conversations with social media influencers like Landon Bryant discussing Southern culture and storytelling, and personal anecdotes sharing the journey of sourcing thrifted furniture to inspire DIY projects and community building.

Welcome to Under the Oaks, where we give you a front row seat to everything you’ve ever wanted to know about building a personal brand, growing a business, and weaving your faith into every step of it.
Join your hosts, Amy Romfo, creator of The Coastal Oak on Instagram, and Jenny Harrison, your go-to social media manager, as they sit down each week with some of your favorite creators to dive deep into the messy, beautiful, and sometimes hilarious realities of what it takes to run a personal brand, live with intention, and keep things authentic in an online world that’s anything but.
The duo is pulling back the curtain on all things:
– Building an authentic personal brand,
– Running a business while figuring it out along the way,
– Integrating your faith into all aspects of life,
– Creating an engaged online community, and
– Juggling being real with running a business.
With their roots planted in Charleston, SC, the Under The Oaks podcast is here to provide a happy, warm, and nurturing spot in your week, much like the historic Oak Trees that Charleston is known for.
Whether you’re a creator yourself or just here for the behind-the-scenes scoop, we’ve got something for you. So, pull up a chair, grab a coffee and let’s get real Under the Oaks.
If you’ve ever walked through a season that felt like loss only to discover it was actually the beginning of something beautiful, Derek Welborn’s story is going to meet you right where you are. Derek is the founder of Saints Western, a heritage brand rooted in purpose, craftsmanship, and legacy, who lives in Dripping Springs, Texas with his wife Jill and their two daughters, Jaymes and Gray — and his journey from full-time pastor to hat maker to brand partner with worship artist Brandon Lake is one of the most unexpected and deeply moving stories we’ve had the privilege of sharing.
After 15 years in full-time ministry — including leading a church that met in a bar on Austin’s Second Street where baptisms happened on the sidewalk — Derek was blindsided at 36 by a severe case of alopecia that left him losing his hair in clumps overnight. What followed was a year of identity crisis, quiet wrestling with God, and a Father’s Day request for a felt block and a sweatband that changed everything.
- Derek taught himself hat making from YouTube videos, and his first sale came after a church member told him “Paul was a tentmaker — you’re a hat maker” and bought him a full set of hat blocks.
- His community rallied around him from the start — a launch party thrown by a friend, a website built by a small group member, and 20 hats sold out of the gate.
- A dream to one day make Brandon Lake a hat came true within three months, sparking a friendship that eventually led to Brandon coming on as a partner in Saints Western.
- Mentor Clint Huff gave Derek his first real shot at Round Top, invested in equipment, and flew him to a century-old family boot factory in Mexico — before moving to Panama to start a school.
- Derek uses Saints Western as a ministry platform, praying with customers in his booth, gifting hats to children with alopecia, and letting the brand’s tagline — the best sermons are lived, not preached — open doors for faith conversations.
What makes this episode so special is the way Derek holds his story — and his brand — with open hands. From the Airstream he bought for $4,500 and two hats to touring with Brandon Lake across the country, every chapter points back to a God who, as Derek puts it, restores what was lost and gives it back as a gift. You can find Saints Western online and catch their Airstream pop-up at Brandon Lake tour dates this season.

Disclaimer
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