FROM OVERWORKED TO OWNING 32 STRs
My path to freedom
MY STORY
I didn’t grow up with money, connections, or a trust fund. In fact, my family struggled to keep a roof over our heads.
But I refused to accept that as my future.
Today, I own a $10M+ short-term rental portfolio generating $1.5M+ per year, but more importantly, I’ve built a life where my family comes first —a life on my terms.
But this journey wasn’t just about escaping the 9-to-5. I discovered that real estate investing isn’t just profitable—it’s creative, fulfilling, and a way to help others break free, too
Want to build your STR business the right way? Let’s talk.
I grew up in Detroit—not the suburbs, the actual city. Nothing was guaranteed. We lost count of how many times our car, our house—even our food—was stolen.
I took my first job at Quicken Loans, where I met someone who changed my life—Vanessa. She believed in me before I believed in myself. That mindset shift took me from making $30K a year to $250K a year.
But even then, I knew working for someone else wasn’t the answer. I bought my first STR just to see if it worked
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✅ The first deal was proof of concept.
✅ The second was to see if I could do it again.
✅ The third? That’s when I knew I had a system
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Now, with 51 properties, people assume I had a head start. I didn’t. I built this step by step—and you can too.
Want to skip the trial-and-error and start doing STRs the right way?
WHY I MENTOR
I know what it’s like to feel stuck—to want something bigger but have no idea where to start. I was there once, and I had mentors who helped me break through.
Now, it’s my turn to pass that knowledge on.
The STR Legend Mastermind isn’t just another course—it’s a community, a roadmap, and a proven system to help investors at every stage succeed.
If you’re serious about building an STR business, let’s make it happen.
You don’t need a million dollars. You don’t need years of experience.
You just need the right strategy, system, and people in your corner.
Matthew McCall-Stillman
