So I'm debating doing mowing for a couple days during the week or full time. Got the truck and trailer (7x16 enclosed) and have a new installation truck so thats why I'm considering........why should it sit, no money sitting still. My concern: Trailer is wider than the truck for one thing so confidence in someone able to drive it and keep in on the road vs shoulder/curbs etc makes me a little nervous but that comes with experience I guess. BUT backing for example.........if I have an employee handbook they've signed saying they should have someone backing them up and they don't and hit something.........can I hold them responsible for damages? Just as example. What I'm trying to figure out is how to try to make sure my stuff doesn't get beat up due to someones lack of common since is what it boils down to. I refuse to have a dented and beat up truck etc going down the road and looking for alternatives to prevent the situation vs it happening, firing them and searching for someone else.