Entrepreneur Perspectives · 2026-03-26 · 26 min
What 50 years in insurance teaches about relationships, change, and why the basics still matter. In Episode 1 of The Long Game, Mitch Long sits down with Wes Connor to talk about how he got into insurance, what kept him in it, and what 50 years in the business has taught him. They get into family business, remote selling, hiring challenges, commercial and personal lines, and why life insurance still stands apart from products people are required to buy. It’s a grounded look at what still matters in the business, what has changed, and why the basics still win.
How a 21-Year-Old Built a 1,000-Player Soccer Company in College | EP19768 / 100
College Sports Is Becoming a Data Business | EP196
Why Youth Sports Needs Less Chaos and Better Tools | EP195
NIL Made College Athletes Entrepreneurs With No Guardrails | EP194
Essentials | No Compromise: What Military Thinking Taught This Tech Founder About Leadership