Welcome to Geiko. All they are required to pay you is the fair market value of the Harley at the time of the loss. Yes, they can make you do all that other crap. When you do customization to a vehicle you must declare the value of the work to the insurance carrier in order to claim payment for...
Hitchhiking is ILLEGAL in most states, and definitely on Interstate Highways. It would take as long as needed for the first cop to see you with your thumb up. Also you can NOT cross the international border into Canada without a passport.
Your Ranger is tougher than you think. I towed a full sized car several hundred miles with a similar Ranger. Surely your boat and trailer weighs less than my spare car. You shouldn't have any problems.
Please stop referring California as "Cali". Cali is a drug city in Colombia, South America, and most Californians feel that comparing our state to that place is DISRESPECTFUL and INSULTING. Most Californians abbreviate the states name to "Cal".
"Your Friendly Jewish Accountant" is ABSOLUTELY correct (except, in most cases you must also be thinner than a pencil) . If you are already a professional model have your agent submit your portfolio to the Ford Agency office there in New York. There is no reason to move to Los Angeles. for...