I do it..well I'm just starting to do it rather. I teach Middle School shop class and Math. I left construction a few years ago for stability with teaching....then I got laid off. I got a new job teaching luckily and I was doing small side jobs like decks and pole barns in the summer. I realized I was putting out too much money in materials and if I got stuck on a job, it'd ruin me. So I decided to do the lawn care thing. I LOVE mowing grass and it didn't take me much to get started since I already had a ZTR, truck and trailer.
I'm shooting for 15 weekly customers, 20ish max. I'm only at 5 right now
but anyhow, I've thought long and hard about the workload. The summer is a non issue, but it's really only 2 months and the spring and fall would be crazy. So I'm not planning to take on more than I can handle on my own even though I'd love to. It's just not practical.
I'm like you in that I'm doing this part time because I enjoy it, it should bring in a little extra money (that's very much needed) and also might be able to serve as a backup plan for the next time I get laid off. Like you said, teaching sucks right now and not only that, society hates teachers for whatever reason.
Not trying to start an argument here, but FWIW, I have a a bachelors degree, a Masters Degree, 4 certifications and I'm well on my way with a 2nd maters degree in special education. I make $17 bucks an hour teaching and I DON"T get paid for the my summers off like most people think. I'm contracted for 193 days and that's what I get paid for. I do have good medical insurance though and hopefully I'll have a pension in 32 more years. It's disheartening knowing that I can make more money mowing 4 yards than I can teaching all day. Again, not trying to whine and piss and moan like lots of teachers often do, just wanted to put that info out there for anyone who thinks teachers live on a gravy train.