Jun 16, 2026 · 52 min · 12 segments
Insurance agency owners: How Greg May launched a specialty casualty MGA from scratch with his brother, said no to the opportunity three times, and bound their first policy in under five months. Want…
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Stanley MeytinHost
Dominic PiccirilloHost
First question that I like to ask and get right into, what does hustle mean to you?
That's a good one because I coach my son's nine-year-old baseball team and nothing makes me madder than when he's not hustling down the baseball or hustling after a ball.
So my description of hustle would be max effort at all times, you know, trying to do your best to accomplish whatever the goal is, whatever the mission is, but kind of max effort.
But I think it was probably, well, I was an athlete my whole life, you know, playing sports growing up.
And so that was kind of beat into me from a young age that you want to see the field.
Academically, and then as it affects my career, it really wasn't until college that I realized I couldn't just fake it till you make it the whole way.
And that's when I started focusing a little bit more on education and trying to get good grades and really applying myself in the classroom and as far as that goes.
And then ultimately, When I started my career, I was at a hedge fund, a finance company, right out of college.
And I learned quickly that no matter how much I hustled, no matter how much I worked, that just wasn't for me.
And that's when I, I would say, hit my stride and started, you know, improving and seeing none of the results of hard work and things like that.

First question that I like to ask and get right into, what does hustle mean to you?
That's a good one because I coach my son's nine-year-old baseball team and nothing makes me madder than when he's not hustling down the baseball or hustling after a ball.
So my description of hustle would be max effort at all times, you know, trying to do your best to accomplish whatever the goal is, whatever the mission is, but kind of max effort.
But I think it was probably, well, I was an athlete my whole life, you know, playing sports growing up.
And so that was kind of beat into me from a young age that you want to see the field.
Academically, and then as it affects my career, it really wasn't until college that I realized I couldn't just fake it till you make it the whole way.
And that's when I started focusing a little bit more on education and trying to get good grades and really applying myself in the classroom and as far as that goes.
And then ultimately, When I started my career, I was at a hedge fund, a finance company, right out of college.
And I learned quickly that no matter how much I hustled, no matter how much I worked, that just wasn't for me.
And that's when I, I would say, hit my stride and started, you know, improving and seeing none of the results of hard work and things like that.
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