Rule #1: No one takes care of my stuff as well as I do…
My best friends son has been begging me to rent him my cart for a couple of years… I wouldn’t charge him a dime, because he’s family, but I will NOT let him use my cart either. Because of rule #1
Now think about renting a cart out to a friend or stranger… They will not be your friend for long… IMO
your #1 – Risks to many to mention (I’ve run businesses for 30 years, so I’m jaded).
your #2 – It’s legal, but as you can imagine you should have an iron-clad agreement (contract) to protect yourself.
your #3 – If the person does NOT have a license, he’s your worker. If he DOES have his own license, your liability is less.
your #4 – How much would it cost? I can NOT put together a good cost model where I could ever see it profitable enough to rent or lease a cart to someone else, short of giving em a royal screwing. And I just can’t see doing that to a friend.
Note: People want to use my cart all the time… I tell them I come with the cart, and make the fees for that privilege high enough to discourage them most of the time. That’s my side of the story…