How does your insurance carrier view renting your motorcycle to someone else? If the renter totals your bike, does your collision/comprehensive insurance still apply, or will your insurance carrier deny a claim on your personal insurance policy since you're engaged in a business of renting out your motorcycle?
Guys who drive for Uber raise the same question for me. If you're transporting people for money, then you're a common carrier, which normally requires a specific commercial auto policy that covers this sort of activity. An insurance company might be able to deny a claim for personal injury sustained by a paying passenger, based on the idea that you're driving people around for money and you don't have commercial car insurance. That could get expensive really fast for a car owner whose liability insurance won't cover a passenger.
Did Twisted Road cover any of this, or do they do what Uber does and basically say any insurance issues are all on you?
"No matter where you go, there you are."