Certainly not a $10,000 car, if in mint condition easily $100,000. Except the thieves will never see any serious money for that car, too well known.
He insures the classic car for $200K Pays thieves to steal it and drive it into a lake.
Wham-bam he makes $200K
Maybe if they find a way to ship the car to China or Russia, they can get some money for it.