Turning $3,000 into 10 Doors (As a Former Parolee)


Do you ever feel out of place as an employee? The W2 route isn’t for everyone and maybe you’ve started to feel the entrepreneurial itch. So what steps do you take when it’s time to transition into working for yourself all while building wealth through real estate?

After years of being in and out of the prison system, Sterling Shrout needed a change. His whole life he considered himself a “bad employee” until he finally realized he wasn’t meant to be an employee, so he turned to real estate.

He began by listening to The BiggerPockets Podcast and any other educational material he could find. From there, he became hooked on the idea of creating opportunity and building capital through self-employment. Besides owning his own home, something he never thought he would do, Sterling has now closed on ten doors in less than two years!  

We touch on topics like overcoming self-doubt, finding a business partner, going from an employee to an entrepreneur, triple net leases, and operating agreements. If you want to begin the journey to self-employment regardless of your past, this episode is perfect for you!

Ashley Kehr:
This is Real Estate Rookie, episode 137.

Sterling Shrout:
I never expected to get into real estate, I didn’t think that was something I could do. I didn’t think that was obtainable. And then running into a BiggerPockets podcast from a Google search, and starting to get educated, started to realize that there maybe an avenue for me to get in. That’s what got me here today.

Ashley Kehr:
My name is Ashley Kehr, and I’m here with my co-host, Tony Robinson. What’s going on today, Tony?

Tony Robinson:
Ashley Kehr, what’s going on? How’re you doing?

Ashley Kehr:
I asked you first.

Tony Robinson:
What’s going on with me? Let me see. Did I already talk about us surprising my son for winning ASB president?

Ashley Kehr:
You didn’t tell us how it happened, you told us you were going to do it, but not how it went.

Tony Robinson:
Earlier this week, we…