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

.

✅ 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

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