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July 24, 2025 25 mins

In this episode, Levi King shares his entrepreneurial journey, the mindset shifts that helped him succeed, and the sacrifices he made along the way. From cold-calling businesses in his 20s to raising $200M in venture capital, Levi opens up about the grit, resilience, and personal growth required to build multiple successful businesses.

🔹 Key Themes & Takeaways:

1️⃣ The Mindset of an Entrepreneur

  • Grew up in rural Idaho in a strict, traditional environment that discouraged thinking outside the box.
  • Realized early on that he didn’t trust others with his future and needed to forge his own path.
  • Started his first business—an electric sign company—by cold-calling potential customers despite being an introvert.
  • Motivated by fear of poverty early on but later realized that true fulfillment came from impact, not just money.

2️⃣ Overcoming Challenges & Personal Sacrifices

  • Biggest personal sacrifice? His mental health—spent years prioritizing work over himself.
  • Early in his career, he thrived under stress and thought he was invincible.
  • In his 40s, he started experiencing panic attacks after raising $100M from Goldman Sachs.
  • Lesson learned: You can’t give everything to business, family, and others without taking care of yourself.

3️⃣ Evolving Definition of Success

  • Initially, success = financial stability & escaping poverty.
  • Later, success became about legacy, impact, and helping others succeed.
  • Nav now serves over 1 million small businesses in the U.S. by helping them navigate financial health and credit.

4️⃣ The Pressure of Fundraising & Managing Growth

  • Raised $200M in venture capital, but the pressure didn’t decrease—it got worse.
  • Thought the most stressful time would be in the early startup phase, but stress actually increased as the stakes got higher.
  • Biggest challenge: Balancing investor expectations, company vision, and personal well-being.

5️⃣ What It Really Takes to Succeed

  • "Entrepreneurship means going through hell and back—over and over again."
  • The only guarantee? There will always be challenges—the key is how you respond to them.
  • Grit & resilience are more important than intelligence, money, or connections.
  • Find your deeper "why"—money alone won’t push you through the hardest moments.

🔥 Memorable Quotes from Levi King:

💬 “I didn’t trust adults with my future. I didn’t believe what they believed about me.”

💬 “I thought once I raised $100M, the stress would go away. It got worse.”

💬 "You won’t invent a new version of hell—every entrepreneur goes through the same struggles."

💬 "If you don’t know what you're willing to go through hell for, you won’t make it."

💬 "The only guarantee in building a billion-dollar company is that you'll go to hell and back a hundred times. You don’t know when or how, but it’s coming."

💬 "I had to stop giving everything to my company, my family, my marriage, my friends—I had to start giving to myself."

💬 "I realized I'm...

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