495: 45 Deals Last Year—And Why He’s Playing the Long Game

Thomas DeMoss has been investing in Chattanooga for over 20 years and closed 45 deals last year. In this episode, he breaks down how he uses wholesaling as active income while building long-term wealth through buy-and-hold, new construction, and ADUs. We get into how zoning changes create opportunity, why certain lots matter more than others, and how experienced investors think beyond the assignment fee.

KEY TALKING POINTS:

0:00 - Intro

0:36 - An Overview Of Thomas Demoss’s Business

1:42 - His First Deal

4:05 - His Second Deal & Their Marketing

6:18 - Average Assignment Fees & Having His License

9:04 - Why He Started Doing The ADU Strategy

13:21 - DealMachine’s Corner Lots

15:07 - The Impact Of ADUs & Flipping Numbers

20:08 - Why Thomas Loves Buy And Hold Investing

21:13 - How To Find ADU Deals And Builders

24:18 - Using Lending For ADUs

27:16 - What He Wants His Kids To Learn

28:28 - Retaining Tenants

31:44 - Hard To Get Data

32:40 - Previewing Postcard.ai

34:20 - Investing In Gold

38:42 - Outro

LINKS:

Instagram: Thomas DeMoss

https://www.instagram.com/thomasmdemoss/

Website: Chattanooga Property Solutions

https://www.chattanoogapropertysolutions.com/

Instagram: David Lecko

https://www.instagram.com/dlecko

Website: DealMachine

https://www.dealmachine.com/pod

Instagram: Ryan Haywood

https://www.instagram.com/heritage_home_investments

Website: Heritage Home Investments

https://www.heritagehomeinvestments.com/