S1E1: Homeless Like Hemingway

In the series premiere of The Trouble With Billy, Billy Mack (William McNamara) — recently discharged from a mental facility after claiming to have been abducted by aliens — is kicked out of his only home: the tool shed at his niece's house, played by Lindsey Pelas. He learns from Dr. Grayson (Alison Eastwood) that his beloved dog Boo needs a life-saving heart transplant, and declares he will do whatever it takes to save him. Now living out of his Monte Carlo, Billy arranges a lunch meeting to solve his financial woes with wealthy boarding school friend Victor de la Warre (Angus Macfadyen) and his enigmatic associate Claudia (Claudia Charriez) — a meeting that results in an offer to become a prostitute. Billy then runs into his former manager Artie Shaw (Randall Batinkoff), who offers to get Billy an audition for old times' sake.