Leonard Sky is George’s uncle and Gerry’s right hand man (and brother-in-law via George’s mother). He works behind the counter at Gerry’s Place, as well as being Gerry’s eyes, ears and extra muscle.

Leonard is essentially an innocent; there really isn’t a mean bone in his body. He really just wants everyone to be happy and to be able to wear the snappy outfit he’s put together for the occasions when he can convince Gerry to deputize him as a law enforcement officer. Leonard just hopes that everyone will like him, including Gerry, and that he can spend some time fishing. His dream of one day being a fishing guide at the secret commercial fishing camp keeps him firmly in Gerry’s back pocket.