While being nominated for the civic honor "Man of Our Times," Arliss must juggle one client's plans for a same-sex marriage on the opening night of a huge ice-skating tour, Kirby's gambling habit, and another client's financial ruin and impending unemployment.

While high-school hoops sensation Shaler Halimon announces he'll skip college and jump straight to the NBA, Arliss positions himself as Shaler's agent and uses the opportunity to settle a score with team owner Buddy Reingold.

AMM client and boxing champ Sucre Rey Santos finally gives in and grants top contender Cojones Ochonez a title fight. The huge payday means Arliss can finally buy that Gulfstream Jet he's had his eyes on. But when Ochonez is arrested and tossed in jail, the fight is no mas. However, Arliss gets the governor to sign off and approve the fight, allowing HBO to televise the Battle in the Bighouse, live from the state penitentiary.

An upset stomach leads Arliss to Dr. Irv's for a routine checkup. But when Dr. Irv expresses his concerns based on Arliss' family history, Arliss starts thinking the ""C"" word. Meanwhile, Kirby and Rita try to help a little old lady sell her late husband's treasure trove of sports memorabilia.

Arliss buys a rare piece of memorabilia, and sends a client to a hypnotist to help him quit chewing tobacco. When treatment appears to work, Arliss sends Kirby there to quit gambling. Meanwhile, Rita tries to keep an LPGA client from falling off the wagon.

Arliss treks to Canada in an effort to steal a hockey team; Rita uses alternative medicine in her war against age.

Stanley and Kirby try to persuade boxer Roy Jones Jr. to endorse an innovative cooking product, while Arliss is smitten with Rita's sports photographer friend.