How Much Would You Trust a Stranger?
As a business owner, I run into several people asking for help or asking for work opportunities. Last week a guy came by asking for landscaping work, but he didn't have any equipment of his own. I go out of my way to make work for people who are willing to look for it, so I hired him to help me clear some of my land. On Saturday, we went out to the property and worked for 6 hours, after which I was exhausted although the guy worked harder than I did. He offered to do the harder manual work rather than running the chainsaw and mower because he said he didn't want to be responsible if something happened to my equipment. He was grateful for the work and the money.
Now I need some trash hauled off from one of my rentals, but this guy doesn't have a truck and the landfill is closed on Saturdays. He seems like a genuinely nice guy, but I'm reluctant to just turn my Jeep over to him to haul the stuff, and I don't have time during the week to go with him. He doesn't appear to be on drugs. However, hes only lived here for about a month, he doesn't have a cell phone or vehicle, and he claims to have a NC drivers license but he lost it (he says his DL status is good). I asked about his background, and he admitted to having served time in NC for robbery. Also, he told me he lived in a local mobile home park, but when I was going to pick him up Saturday morning, he called me from WalMart and asked me to pick him up there, and after work he asked me to drop him off at another location (a used car lot). Hes always wearing the same clothes the 3 times I've seen him, which makes me suspect he may be homeless.
I always support and encourage people who want to work, but should I let this guy have my Jeep alone for about 4 hours to haul stuff off? The vehicle is an old beater that I only use when working on my property, but I'd still hate for it to be stolen. This guy works hard and charges reasonable rates, so its a win-win if hes actually honest and not a thief. What would you guys do?