BiggerPockets Podcast 204: Flipping 30+ Deals by Age Twenty-Five with Chris Gill

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Today on the BiggerPockets Podcast, you’ll hear from Chris Gill, a real estate investor in the San Antonio market who has only been investing for three years but has already done over 30 deals — mostly fix and flips. On this episode, we walk through Chris’s unique journey, including his initial four-plex rental property and his path toward flipping “the worst houses in the area.” And don’t miss Chris’s fantastic tip for finding deals that no one on the BiggerPockets Podcast has mentioned yet!

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In This Episode We Cover:

  • How he transitioned from film to real estate
  • Whether or not you should get your real estate license
  • What Chris’s first deal looked like
  • The things he wished he knew before he started investing
  • Why properly screening tenants is vital
  • Tips for creating a great team
  • How he manages his properties
  • How he does his bookkeeping
  • Tips for transitioning to house flipping
  • His criteria for finding deals
  • How he estimates his rehabs
  • Tips for evaluating a house to rehab
  • How he funds his deals
  • What he’s doing on the development side of real estate
  • What’s unique about the San Antonio market
  • How to find the sweet spot between too much and too little improvement
  • What his end game looks like
  • And SO much more!

Links from the Show

Books Mentioned in this Show

Tweetable Topics:

  • “If you want scalability, if you want to go anywhere else, you have to find something that allows you that.” (Tweet This!)
  • “Just because you’re not good at something does not mean it’s not important.” (Tweet This!)
  • “Be aware of overanalyzing stuff because that will happen forever if you allow it.” (Tweet This!)
  • “Becoming comfortable with the unknown is huge, and I think in real estate that’s absolutely the case.” (Tweet This!)

Connect with Chris

Show Preview

About Author

Thanks for checking out the BiggerPockets Real Estate Investing & Wealth Building Podcast. Hosts Joshua Dorkin & Brandon Turner strive to bring top-notch educational content and interviews to our listeners -- without the non-stop pitch prevalent around the industry. With over 180,000 listeners per show, the BiggerPockets Podcast has become the biggest real estate podcast in the world. But don’t take our word for it. We’re the top-rated and reviewed real estate show on iTunes — check it out, read the reviews on iTunes, and get busy listening and learning!


  1. Greg Wang

    Shout out from Houston Chris! Thanks for sharing your story and great to hear how you’re scaling in Texas, really needed to hear this!
    One question though, you said that you don’t recommend to scale business based on SFR rental properties (if I heard correctly). Can you expand on that and why is that?

  2. Adriel Hsu

    I have the same question as Greg Wang. I did my first deal as a BRRRR on a single family and am close to buying another single. But are you suggesting, Chris, that instead of keeping it a rental, I flip it?

    I understand economies of scale, and am seriously looking for multifamily units, but I just dont have the funds. Should I just flip until I have the reserves to go after apartments?

    Should I not waste my time on single family rentals?

    My end goal is to cash flow $4000 a month and have systems setup where its as close to passive as possible so I can move to a different country.

  3. Julie Marquez

    That was a good podcast! He sounds like quite the entrepreneur and successful investor! That’s so neat to hear that he had no construction experience and just got his hands dirty learning the trade before moving on to more of a management role. All the best to you, Chris!
    And Dave was an excellent host! (Though my thoughts with Josh and his family.)

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