This is where wise guy 101 comes into play, its usually a shy not a bookie.
If someone borrows money from a shy and then gets locked up, he better have someone who is going to pay his juice. Some shylocks ( if they are smart) will work with the guy and be logical about the situation. The last thing you want to do is put the arm on a guys wife or family member while he is away. You're just beggin the guy to go to the cops.
If a guy already knew he was going away and STILL borrowed money, the shy has every right to keep the meter running.