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When Opportunity Knocks
In the fifth season finale, Arliss, Rita and Stanley must deal with Kirby's absence when he leaves the agency to join a fledgling football league run by a flashy TV producer. Special guests include Doug Flutie and Barry Larkin.
Where There's a Will...
Arliss is named the executor of a dead superstar jockey's will which leaves everything to his wife...but the jockey had two wives. Kirby discovers that a former coach of his is now homeless. Special guest star: Keith Van Horn.
You Can Pick Your Friends...
Arliss's brother Archie uses Arliss' name to further his latest scam. Kirby and Stranley try to pull a scam of their own against a stadium concession millionaire. Special guests include Jim Brown, Ryan Klesko, Leonard Maltin and Lawrence Taylor.
Arliss tries to get a wealthy team owner to re-sign an aging broadcaster. Meanwhile, Rita ghostwrites a column for Arliss and Kirby helps discipline Stanley's unruly dog. Special guests include Edward Asner, Tom Lasorda and Al Leiter.
A Breed Apart
Arliss pursues the world's most popular sports mascot by way of a fundraiser for another mascot who has been injured in the line of duty. Rita takes up boxing after a number of obscene phone calls. Special guests include Laila Ali, Jason Giambi and Jeremy Giambi.
Honoring Our Past
When one of his boxing clients enlists in the Army, Arliss tries to figure out a way to get him out. Meanwhile, Stanley and a Native American tribal chief attempt to get a football team to change its "offensive" mascot.
The Sum of the Parts
A baseball client needs a kidney, and Arliss tries to convince the player's minor league brother to donate his. Meanwhile, a soccer client scores a goal for the opposing team, causing him to take refuge at Rita's apartment while Kirby goes into hiding.
The Value of Honesty
Arliss has an affair with a WNBA coach, but his client (also the coach's star player) wants her fired. Meanwhile, in the aftermath of a wild birthday celebration, Kirby and Rita suspect they may have "done it."
It's Who You Know
Arliss tries to talk the "pot dealer to the NBA" out of retiring by offering to get his kid into a fancy private school. Meanwhile, Rita plays a relationship with a physical trainer by "The Rules."
Comings and Goings
Arliss helps a client bury his mother while Stanley's run of bad luck has him searching for a "slumpbuster." Meanwhile, Kirby runs into one of his own slumpbusters from years earlier.
I Get Involved
Arliss must walk a fine line when two teammate clients begin dating the same girl. Meanwhile, Rita plays Cyrano for one of the clients, and a TV reporter shows up to do a "Where Are They Now?" segment on Kirby.
Creatures of Habit
After Arliss has a client quit chewing tobacco through a hypnotist, he sends Kirby there to cure his gambling addiction. Meanwhile, Rita tries to keep a golf client on the wagon.
Making Things Happen
In the Season Five premiere, Arliss learns that a good friend and clientwho is about to be elected to the Baseball Hall of Fameis being charged with domestic abuse.