When the Mayor fell asleep, I was unable to steal the deed or contract (as Warbucks). So I exited to the menu and reopened the world, which led to a crash. After the game restarted I could get into the world, but I still couldn't steal the items. It just shows up as "Buy...etc" rather than showing the correct option.
-Play as Warbucks -Wait for nightfall for the Mayor to sleep