When Michael discovers his family has been receiving paychecks without working, he forces them all to get jobs within the company. Lindsay questions his management skills, and Tobias checks himself in at George Sr.'s prison to research a film role.

Michael attempts to have a one-night stand with an attorney whom he doesn't know is not only blind, but the prosecutor who is trying to put his father in jail. Also, Gob gets married on a dare, Maeby pretends to be a girl with a made up disease, and George Sr.'s admirer turns out to be an undercover SEC agent who has truly fallen for him.

Gob attempts to make good on his promise to make the family yacht disappear. Meanwhile, Lindsay and Maeby try to track down Lindsay's grandmother, Tobias seeks George Sr.'s respect, and Michael attempts to fire Kitty, who claims to have information that could bring down the company.

The family plans their annual fund raiser, and they actually have a cause this time. Tobias is ailing due to his transplanted hair plugs, which appear to be rejecting him. Lindsay uses the illness as her ticket back into high society, and Michael learns of the prison warden's true intentions with his mother after reading the warden's screenplay.