At 6'4", thin and lanky, during the first two seasons, Harry was well dressed in a suit and suspenders, and known for his trademark fedora hat. Harry should not be confused with any of Cheers's regular barflies, although well-known at Cheers, he was never entirely welcome. Harry often attempts to swindle its customers and employees with various short cons, usually trying to make a quick buck or bum a free drink, but occasionally he lifted wallets or watches. Sam has standing orders to have Harry thrown out of the bar on sight, yet Harry has helped the gang at Cheers on occasion, partly out of sentiment, and partly to protect the Cheers bunch from operators even more pernicious than he. As Harry notes, "I don't like the idea of someone else plucking my pigeons."