More likely is he paid a ticket incorrectly. Someone said he paid the same ticket twice instead of paying each ticket once. Then the city racked up delinquency fines while making little to no effort to inform him of these fines or the outstanding ticket. One day, he gets towed and can't get his van back until thousands of dollars in fines and penalties are paid from a ticket that he thought had been taken care of long ago.
Incurring higher costs than revenue is a common cause of business failures.