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AO Financial leadership

Mason Wilson

Not the next commission check. The book underneath it.

Mason Wilson, District Leader at AO Financial
Mason Wilson
District Leader, AO Financial

I graduated from the University of Colorado Boulder in May of 2019 and then struggled to find a job. I figured out pretty fast that I was never meant for a desk.

So for my first two years out of college, I knocked doors and sold windows inside people’s homes for Power Home Remodeling. If you’ve done that job, you know what it takes out of you — and what it teaches you.

Insurance runs in my family. My mother spent 26 years at Chubb and retired as a senior vice president on the commercial side, and my family owns an oil and gas exploration company. Growing up around entrepreneurs taught me early that there’s no substitute for hard work and grit.

In June of 2021 I followed my mother into the industry and spent the next three years writing life insurance and annuities. I was successful out of the gates, but I kept hitting the same wall: I could see the opportunity in front of me and couldn’t find the structure behind it. No systems, no process, nothing built to accelerate a career long-term.

What life insurance did teach me was the thing that mattered most — that residual income was going to be life-changing. Not the next commission check. The book underneath it.

By December of 2023 I was at rock bottom financially. The life insurance business had broken me down. That’s when I bet on myself.

In March of 2024 I moved to private health insurance and funded the transition out of my own pocket — 401(k), credit cards, whatever it took to get to the other side. I worked nine months that year and built my first six-figure renewal income. Nine months. That was the proof I’d been looking for.

Then I moved from my old IMO to USA Benefits Group and finally found what had been missing the whole time. Structure. Real systems, a real process, and people who had already built what I was trying to build.

2025 was my first full year here. I hit Crown level, doubled my renewal income, 2.5x’d my business, and finished the year number two at AO behind my leader, Brian Holden. I’m the youngest of the leaders here, and this year I’m on track to grow another 40%.

I don’t share that to impress anyone. I share it because I came in with no sales background, no book of business, and no idea what I was doing — and none of that turned out to be what mattered. Residual income and private health insurance completely changed my life, two years after I hit the bottom.

I believe anyone can be successful in this industry. It takes hard work and showing up every day, not just for your clients but for yourself. The people who make it are the ones who keep showing up on the days it isn’t working yet.

What I want now is to help people change their financial path — not just for themselves, but for their families.

Production and income figures described above are Mason’s own historical results. They are not typical, not a projection and not a guarantee of what any other agent will earn. Individual results vary based on licensing, effort, activity and market conditions. AO Financial is a Division of USA Benefits Group and contracts independent agents.

Want Mason in your corner?

Reach out directly and Mason will talk through where you are today and whether AO is the right move.