Sharkey
Word Ninja
What if he auctions it? $20 per $1 bid, reserve of $2750, the winner has to pay what the final auction sale of the Jeep was (in addition to however many bids he bought), bids have to be bought before they can be used. Auction ends on at a certain time and date.
An auction is very different than a raffle, but if there is any element of chance involved it would be a lottery. The bottom line is that lottery rules apply if three specific elements are present: prize, chance and consideration.
Even in a true non-profit raffle, if the total yearly value of all raffle prizes is between $25k and $500k, prior approval from the Gaming Control Board is necessary. When you start talking about selling tickets in counties outside of the Nevada county in which the raffle will take place, prior approval from the Gaming Control Board is necessary. It gets even more complex if you are crossing state lines.