Well, someone has to keep providing him with a vehicle. Tag his name in the Service Ontario database, that he can NOT register a vehicle. Seize the vehicle each time he is caught. Eventually, he will run out of vehicle options. Create a new HTA section that states, if you lend your vehicle to a person with a lifetime ban YOUR vehicle is forfeited to the crown, (there already is an HTA section, which you can be charged with, if you lend your vehicle to a person, with no valid DL), IE suspended driver. But, it is just a fine. Under the new section you should, lose your vehicle.
IF your close enough that your comfortable lending your vehicle to someone, you should be close enough to know if they have/don't have a licence, so you can't claim "ignorance"