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In this conversation, I sat down with Kevin Cott, founder of COTT Law Group, who left a stable legal career to start a boutique firm with no clients, no plan, and a lot of faith. We talk about the impulsive moment that sparked it all, the partnership that didn’t work out, and how he turned risk into strategy through automation, AI, and a clear vision for the future. CHAPTERS 00:00 — The Moment That Changed Everything: Why Kevin Finally Took Action 01:16 — What This Podcast Is Really About (And Why Founders Keep Surprising Me) 01:59 — Meet Kevin Cott: The Lawyer Who Built a Boutique Firm from Scratch 03:05 — From Finance Major to Fund Law: How Kevin Found His Niche 04:35 — Leaving Security Behind: What It Takes to Start a Law Firm 07:22 — The Impulsive Leap: Why Kevin Quit Without a Plan 15:31 — When Partnerships Go Wrong (And What They Teach You About People) 18:59 — How to Build a Team That Actually Fits Your Vision 24:39 — Why Most Lawyers Fear Technology—and How Kevin Embraced It 28:02 — Feeling Overwhelmed by Automation? Here’s Where to Start 30:03 — The 3-Phase Blueprint That Transformed His Practice 33:17 — The Truth About AI in Law (And What It Can’t Replace) 35:40 — Automation Isn’t the Goal—This Is What Really Matters 41:45 — Crypto, Risk, and Reinvention: How COTT Law Stayed Ahead of the Curve 49:00 — The Lessons You Only Learn After Building Something Yourself 53:01 — Thinking About Starting Your Own Firm? Hear This First 54:13 — Final Reflections: Be Thoughtful, But When It’s Time to Act—Act