BiggerPockets Podcast 226: From “D-Student” to $400,000 in Annual Rental Property Cash Flow with David Osborn

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What does true wealth look like? Is it simply money or something more? And how does one achieve that wealth? That’s the topic on today’s episode of The BiggerPockets Podcast, where we sit down with David Osborn, a highly successful real estate investor, agent, and New York Times Bestselling author from Austin, TX. This show is PACKED with incredible, life-changing knowledge, advice, and wisdom from someone who truly walks his talk. David covers everything from buying your first property, the exact “pass/fail” metrics he uses to evaluate potential deals, the importance of work/life balance, and SO much more! This is one episode you’ll want to listen to again and again!

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In This Episode We Cover:

  • A little about David’s background
  • How being lazy can actually work
  • His rental portfolio
  • How he’s managed to build his portfolio easily
  • His advice to those who are still starting out
  • The importance of hanging out with winners
  • The three main things that he focuses on his life
  • How he learns best
  • The story behind “wealth can’t wait
  • A conversation on the definition of wealth
  • What can be improved in the current curriculum
  • How to know when enough is enough
  • How to gain momentum in real estate
  • David’s goals for the next 20 years
  • And SO much more!

Links from the Show

Books Mentioned in this Show

Tweetable Topics:

  • “It’s all about opportunity in life. So you won’t be ready for the opportunity unless you’re prepared.” (Tweet This!)
  • “If you want to be a winner, you’ve got to hangout with winners.” (Tweet This!)
  • “Wealth is not just really about money. It’s about an entire way of living. It’s a state of mind.” (Tweet This!)
  • “The biggest risks in life is not taking risks.” (Tweet This!)

Connect with David

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. Jeff Cooley

    I think I have a new question that you should ask all show guests. ” What is the one break that you received in which you were at a turning point that made you or would have broken you had it not happened ”

    Deeper Pockets member (Lol)
    Jeff Cooley (CIPLLC)

  2. David Zheng

    This may be my favorite podcast of all times. Energy, Info, inspiration, and life lessons all rolled up in one show. I seriously related to so many things he talked about. Hugely motivational to me! Thank you David!

        • Brandon Turner

          Hey Tan – that’s just the electronic buzz from the recording that happens when you record over Skype and the internet glitches. When recording over the internet, sometimes the internet lags and that’s the sound that happens over skype. We try to edit them out, but if it’s in the middle of someone’s words, we just leave it so people can hear. Hope that helps.

  3. Nathan G.

    Excellent podcast!

    If David is “lazy” then I must be comatose! He’s owns one of the most successful Keller Williams branches, he’s written a book, he works out, he talks 10 miles a minute, and he’s bought and sold hundreds of homes. If he’s lazy, I must be comatose!!!

    David gives some of the best advice I’ve heard of yet! He knows his numbers, he doesn’t gloss over the mistakes (even the ones he continues to make), and he has a long-game view of investing. I loved his line that flipping is for making cash just like any job; real wealth is built through buy-and-hold, whether it’s a cash-flowing property in Lubbock or a house that appreciates in Austin.

    I could go on and on about this guy! One of my favorite podcasts and I’ll come back to this one again.

    He gives a great explanation of how real estate investment should be a long game. Even his “loser” properties in Lubbock are building him long-term wealth and strong cash flow. It’s hard to argue with $400,000 passive cash flow every year! Flipping is a job that generates cash but that money should be used for long-term holds.

    My favorite line: Don’t love anything that doesn’t love you back!

  4. JD Martin

    Hey, I gotta say you guys do a really good job on these podcasts. I just started listening to them after being here several years (OK, I’m a little slow on technology adoption!) and so far I’ve found all of these guys interesting. This one with David Osborne was my favorite so far but I like upbeat people. Nice job.

  5. yaroslav golubev

    i have to admit i loved this podcast and agree with the mindset. I added both books to audible account set for life and wealth can’t wait.

    I use google drive myself i believe to make some information safe encryption services are available that work with google drive.

  6. Michael Vialpando

    I definitely haven’t listened to ALL of the podcasts – I’m probably at 50 or so – but this was definitely one of the best! David’s overall energy is incredible, his advice is sounds, and his message is inspiring!

    Time to go make things happen!

  7. Erik Orozco

    Incredible value in this interview! Every lesson or piece of advice whether it was martial, family, wealth, or RE is 100% relatable and applicable. My favorite podcast so far out of 200+ I’ve listened to and worth replaying over a couple times. Adding David’s book to my Audible list!

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