14 - How Caleb Katz Turned Athletic Discipline into Entrepreneurial Drive

“Fear disappears after the first step. Doubt? That lingers every day — and that’s where the real battle begins.” – Caleb Katz

Built for the Court
What happens when a former college athlete decides to build something off the field — in a space where the rules aren’t clear and the pressure never lets up? In this episode, I sit down with my good friend Caleb Katz, a Midwest-based attorney and business owner, who went from chasing football wins to building a growing law firm from scratch. We talk about what made him take the leap, and why doubt was louder after the jump — not before.

Fear Ends, But Doubt Sticks Around
Caleb shares something that hit deep — fear only lasts for a moment, but doubt is what keeps showing up every day after you make the leap. Whether you're starting your own firm, launching a side hustle, or still dreaming about escaping your 9-5, what Caleb reveals about self-belief, discipline, and decision-making will make you question the way you handle your own doubt.

The Grind You Don't Post About
This isn’t a highlight reel. It’s the real story of what it means to run a business when no one’s calling, when the bills are due, and the pressure’s all on you. Caleb breaks down the myth of overnight success and reveals how he keeps showing up — even on the slow days. If you’ve been wondering what the day-to-day really looks like for a young entrepreneur, don’t miss this part.

What Staying In Your Lane Really Looks Like
There’s power in picking your lane and mastering it. Caleb shares how he focused in on a niche area of law, scaled slowly, and built systems that support his growth. If you’ve been juggling too many ideas, his story might be the nudge you need to simplify and go deep, not wide.

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Chapters
02:56 Overcoming Doubt and Fear in Entrepreneurship
06:10 The Importance of Networking and Support
08:47 The Reality of Entrepreneurship
12:08 Finding Focus and Specialization
14:53 The Challenge of Scaling and Trusting Others
18:11 The Role of Obsession and Competition
21:10 Motivation Through Fear and Survival Instincts

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