I’ve got a commercial lawn maintenance property that requires weekly mowing. I have decided to quit mowing all together but I would maybe keep this account for the income from spraying and fert applications. My question is, there is a 16 year old kid from my church who has a Truck, trailer and mower. Can I let him do the mowing and I’ll take care of everything else? Can you 1099 a 16 year old kid? I know he doesn’t have insurance so if he caused damage would it fall under my liability policy? Is it worth the trouble?