Chuckles was a member of the crew who robbed the Gotham National Bank. He and Grumpy picked up a third accomplice in their car, and on their way to the bank talked about their employer the Joker not partaking in the robbery. They did not realise their third accomplice was the Joker in disguise, who with them entered the front door of the bank while they held all the staff and customers at gunpoint. Chuckles handed out live grenades so hostages couldn't use their hands, however not long after they entered the bank the manager shot and killed Chuckles with his shotgun.
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