From New Agent to 28 Rentals: Chris Thompson’s 19-Year Journey

n this episode, Chris Thompson shares his 19-year journey from new agent to owning 28 rental properties.

We talk through his first deals, how he survived the 2008 market, what makes a true investor-friendly agent, and the creative finance strategies he uses today.

If you’re an agent looking to build long-term wealth, this one hits home.

00:00 Intro

04:44 Lessons Learned from His Dad

10:38 First Deal on the Courthouse Steps

15:07 Living Through the 2008 Crash

21:50 Scaling from Agent to Investor

29:01 Creative Finance & Subject-To

35:03 What Makes an Investor-Friendly Agent

36:55 Understanding the Buy Box

37:28 Working With Seasoned Investors

38:29 When Creative Deals Actually Make Sense

40:14 Relationships Over Transactions

41:34 How Chris Educates Sellers

44:59 Property Management Essentials

47:17 How to Vet a Property Manager

53:57 Balancing Business & Family

55:28 Advice for New Investors

59:11 Why Community Matters

01:05:18 Chris’s Coaching & Contact Info