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From Law School to 7-Figure Entrepreneur: Bart Henderson on Freedom, Systems & Scalable Businesses
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In this episode of the Digital Insurance Agent Podcast, host Carl Willis interviews Barton Henderson, Esq.—a licensed attorney turned serial entrepreneur. Discover how Bart went from law school side hustles to building a 7-figure business that landed on the Inc. 5000 list.
You'll learn how Bart leveraged systems, minimized overhead, and avoided “headache businesses” by embracing automation, partnerships, and culture-driven leadership. He also shares insights on:
- Avoiding burnout with mindset shifts
- Building systems without losing momentum
- When to delegate (even if you're the best at it)
- Creating a culture of honesty, accountability & trust
- Scaling with freedom in mind
- Legal & operational risk management for entrepreneurs
Whether you're an insurance agent, agency owner, or service-based entrepreneur, this episode is packed with practical strategies to help you grow a business that doesn't own you.
📌 Connect with Bart:
👉 Instagram: @barthendersonesq
👉 Website: www.barthenderson.com
👉 Agora Guild (30-Day Free Trial): www.agoraguild.com
🎧 Subscribe for more real-world insights from digital-first entrepreneurs.
#Entrepreneurship #BartHenderson #InsuranceAgents #BusinessGrowth #DigitalMarketing #SmallBusinessTips #AgoraGuild #FreedomBusiness
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