I did it in college when I was learning and growing as a person.
The boss was great but of course did everything totally illegally. Like, we would work well over 40 hours, I think he had 150ish lawns or so, but he would not pay us overtime he would just say "Oh, you worked 52 hours this week, so next week you can just take 12 hours off. Okay, whatever, I was in college and mowing lawns is pretty much the ***** of physical labor (in other words, it is easy)
I got so freaking tan though, it was amazing. My boss, the owner, looked like a catchers mitt. He looked like Leatherface. He was a great guy but he spoke exactly like you would expect. He was basically a 50 year old teenager.
In the winter we would "push snow", that is what he called it, of course.
He hired me right over the phone and I was the only one that worked for him that was in college. The other 3-4 guys were your typical kids that had no direction after high school and one was his son. They were all great but they spent every free second smoking and talking about trucks.
It was a great summer job because we were done early most days, because we started early. If it rained it sucked because it pushed everything back. But it was also nice because like most lawn boys, he was not that bright, so me and the guy I worked with could do what we wanted most days and he had no clue.