Casey bought one rental in college—and everyone assumed he’d sell it. Instead, he kept it, cashed in, and used it to launch a portfolio of hundreds of deals. In this episode, he breaks down how he scaled without saving up, used creative finance to buy when rates soared, and what finally pushed him to leave a stable 9–5 for good.

KEY TALKING POINTS:

0:00 - An Overview Of Casey Gregersen’s Business

1:39 - When Casey Did His First Off-Market Deal

3:49 - His Next Deals After That

7:04 - The Mindset That Allowed Him To Rent Out His First Property

9:20 - What Casey Would Say To People Who Think Interest Rates Are Too High

13:12 - Is It Too Late To Invest In Real Estate?

14:55 - Casey’s Lowest Lows In Business

17:25 - His High Points In Business

21:06 - What He’d Be Doing If He Never Got Into Real Estate

22:20 - What He’s Looking Forward To Most In 2025

23:25 - The Data That Casey Needs The Most

28:18 - The Last Topic He Spoke About At Collective Genius That Made Him Proud

29:26 - The Mindset That Led To Casey’s Success

31:36 - Tax Cheat Codes & The Entrepreneur Mindset

39:02 - Outro

LINKS:

Instagram: Casey Gregersen

https://www.instagram.com/caseygregersen

Website: Casey Gregersen

https://caseygregersen.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/