From Lawyer to 7-Figure Entrepreneur: How Bart Henderson Built Multiple Businesses W/O the Headaches

What happens when a lawyer trades courtroom briefs for t-shirts and builds a multi-million dollar business?

In this powerful episode of the Digital Remodeler Podcast, Carl Willis sits down with Barton Henderson, Esq.—a JD/MBA who left the traditional legal path in pursuit of freedom over finances. Bart shares his compelling journey from launching a t-shirt business in law school to becoming an Inc. 5000 business owner, investor, and founder of the men’s performance network, Agora Guild.

In this episode, you'll learn:

✅ How to escape the trap of “headache businesses”
✅ The systems-first mindset that keeps teams small and profits strong
✅ Why partnerships—not payroll—are the secret weapon for scaling
✅ How to build a high-performing culture based on extreme honesty
✅ What legacy-minded business owners should think about NOW
✅ Why giving away equity (yes, really) might be your smartest growth move
✅ The truth about balancing ambition, AI, and authentic leadership

Whether you're a remodeler, contractor, or entrepreneur looking to grow a business that doesn't own you, this episode is your blueprint for freedom and fulfillment.

🔗 Learn more about Bart Henderson:
👉 Agora Guild – 30-Day Free Trial
👉 Instagram: @barthendersonesq
👉 BartHenderson.com

🎙️ Hosted by: Carl Willis, CEO of Remodeling Marketing Team

📌 Timestamps:
00:00 - Bart Henderson’s Unconventional Journey
03:20 - Building a Business for Freedom, Not Frustration
06:15 - Systems vs. Staff: A Smarter Way to Scale
10:45 - Culture, Honesty & Accountability in Leadership
18:00 - How to Scale Without Breaking Your Business
24:00 - Legal & Financial Risk Management for Owners
30:00 - Exit Strategies & Building a Legacy
33:00 - What Bart Wishes He Knew Sooner

Stop Driving. Start Closing
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Stop Driving. Start Closing
Stop wasting time on tire kickers. Qualify and estimate remotely with AI-powered video technology.

Stop Driving. Start Closing
Stop wasting time on tire kickers. Qualify and estimate remotely with AI-powered video technology.

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