Hi Gregg, and Welcome to the Great American Roadtrip Forum.

You sound like a very level headed young man who has thought things over. I am impressed with your list of cons, as most young people would ignore and dismiss those concerns.

My only advice would be to go with your gut instincts. If you don't feel right about something, especially about others driving your car, then follow your inner feelings. They will always lead you to the best decision for you.

Lifey