Why do you assume there will be trouble? Do you think he will not allow the car to be removed from his possession? Unless he has some paperwork indicating his right to hold your car he has to let it go. Not sure if your friend can push his way in there and grab it but you as the owner sure can. It makes no sense for the guy to hold it that's what makes me nervous. He's got other problems and you don't want to get your car caught up in it. If a repossessor comes by he will take all property he can get his hands on and put it in lockup.

You should be able to discuss this with the Sheriff and get a firm action plan based on the law. For example: "if we attempt to remove car from his property are you (Sheriff) going to cut in and hold him back so we can remove the car"? You gotta know that going in.

It's getting late to file a auto theft charge. That does not help you with the car. You have to take him to small claims court to get judgement for any damages you wish to charge his company with. Is this guy licensed and did you enter into a contract with him personally or with his company?

In Canada, you can contact a lawyer and get a few hours free so you can get some advice of how to move forward. BTW: My brother-in-law is dropping by tonight. I will aks him what he suggests.