Gil John helps a former player become a war hero, and quickly regrets it. Robert hosts an engagement party for his latest matchmaking success, but isn't prepared for the surprise guest.

Andy and Adriana start planning for a future worthy of a first family. Louis preps for the "Funniest Celebrity in Washington" contest, while his opponent, Penn Jillette, preps for their senate race. Back at the house, the Watt brothers find a new way to taunt Gil John.