Dave Lukas Chats with Shawn DiMartile
367: From Air Traffic Controller to Over $50M in Real Estate, How Shawn DiMartile Built Financial Freedom
This week’s Misfit Entrepreneur is Shawn Dimartile. Shawn is the founder of Takeoff Capital, a private real estate equity firm with over $50M in assets under management spread across over 300 units. He is also the co-host of The Real Estate Takeoff podcast and author of California Gold, Unlocking SoCal’s Most Profitable Real Investment Strategy Over the Next Decade.
The thing I love about Shawn is he didn’t start out with a silver spoon in his mouth. In fact, he’s a veteran that went to work as a traffic controller. In his spare time, he dedicated himself to creating financial freedom with a focus on real estate and figured it out reaching his goal in just 3 years.
I’ve always loved real estate as a way to build wealth and I’m excited for Shawn to share his story of how he figured it out and you can too.
Follow Shawn on Instagram @Shawn_DiMartile
Shawn grew up in Louisville, KY sharing a bunk bed with his brother all the way til he went to college. He started working at 16 and never stopped paying his way through college. He was introduced to an air traffic controller by his mom that worked for TSA. He found out that almost everyone in the tower was ex-military. He decided to join the Navy and learn to be an air traffic controller in San Diego. When he got out, he went to work in commercial basically being in charge of the air traffic for Orange County, CA.
He was making good money in what he thought was his dream job working 6-day weeks. But he missed out on a lot of things and realized it wasn’t the life he wanted. A friend introduced him to real estate and he became a student listening to podcasts and reading everything he could find. He and few friends decided to get into multi-family. They liquidated their 401k’s and bought a 32-unit complex in Indianapolis. They figured it out and ultimately succeed. Nowadays, the portfolio has grown to over 300 units and Shawn was able to quit his job and live off his passive income.
What is the investment type that you focus on and why do you feel it is the best?
Take us through your process of finding a property, how you invest in it, deal structure, etc.
What are some of the secrets to finding the best deals?
Ever have a property go wrong?
How do you manage your properties and ensure they are being run well?
How do you find your investors?
Top books you recommend for people interested in real estate?
Where do you see the real estate market going?
Best advice for someone looking to make the leap from employee to entrepreneur?
What is something you wish you knew sooner as an entrepreneur?
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