I've never understood this. How hard is it to cut your lawn on a Saturday or Sunday afternoon? Seems like a big waste of money to me.
I hate mowing. I don't even own a mower, just outsource that shit and I don't have to fuck with it.
More importantly though, and the part you're missing, is that my time is better spent elsewhere. I can put in an hour of consulting work on the weekend and it pays for 3 hours of yardwork. So by outsourcing it I can complete an hour-long job in 20 minutes, leaving 40 extra minutes to sit on my ass and watch football.