This is another TPN SideHustle Podcast, where we talk about what you can be doing outside of the cockpit to benefit your financial future, so you can call your own shot whenever you want to in the future. The guest today is an active duty pilot, Bill Stainback, who has been in the real estate game for a while. We talk about investment strategies that you can use to build your pilot side hustle.

In This Episode 

5:40 - “Real estate really is a team sport.” - Bill Stainback

9:48 - How Bill got a property in Hawaii that he rents out

13:33 - Benefits of getting into real estate and how to get them

19:25 - “The tax code is written for people to be in real estate.” - Bill Stainback

24:37 - How to take the first step getting into real estate and get past the analysis paralysis

38:48 - The pros and cons of long-distance landlording

42:40 - Self-managing vs getting a property manager

47:25 - How many properties should you have?

1:00:07 - Is now a good time to buy?

1:14:14 - “If you haven’t lost some money with real estate, then you aren’t trying hard enough.” - Bill Stainback

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