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Homeless Hank was once a homeless man in the subways of New York City.
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He is apologetic when caught, and the gang lets him give out free balloons to kids to make amends instead of turning him in.
Scooby-Doo (DC Comics)
He won the lottery and became rich, but he missed his old subway storage room. He disguised himself as subway maintenance man Mr. McCready, and used glowing balloons to create his own ghost, in hopes that he could drive people away and keep that part of the subway to himself. (I'll Take Manhattan)