Gary Has A Dream Gary tries to set an example for his unambitious son, Tom, by pursuing his own dream of becoming a radio sportscaster.
Gary Promises Too Much When Allison's new wealthy boyfriend, Howard, offers to take Louise on a birthday trip to New York, Gary blurts out an unrealistic gift of his own.
Gary's Demo Gary, desperate to become a radio sportscaster, tries to get Sasha to listen to his demo tape. Meanwhile, Louise finds a way to protect Tom from the school bully.
Gary Shoots Fish In A Barrel Gary, Mitch and Curtis go to a single's bar, and Gary sets out to prove he can have a one-night stand without becoming emotionally attached.
Gary On The Air Gary gets his big break when the radio station's sports announcer is arrested on the spot and Sasha allows Gary to jump in to report the sports news.
Gary Tries To Do It All Gary overextends himself when he tries to juggle two kids and two careers.
Gary And Allison's Friend Allison is jilted when her new friend, Sophia, prefers Gary's company over hers.
Gary Apologizes Gary turns to Allison after he makes a disastrous attempt to prepare a fancy Thanksgiving feast for Sasha, Curtis, Jack and the kids.
Gary Keeps A Secret When Gary lets Louise attend the popular girls party, he tries to keep it a secret from Allison. Meanwhile, Sasha contemplates having more than a working relationship with Gary.
Gary Gives Sasha His Full Attention After Allison interrupts Gary and Sasha's first date, Sasha sees the problems that arise when dating a divorced man.
Gary Is A Boat Guy When Gary buys a boat in an effort to help Tom impress a girl, his scheme doesn't go as planned and he must turn to Allison's boyfriend for help.
Gary Feels Tom Slipping Away When Gary and Allison worry that Tom is hanging out with the wrong crowd at school, they take it upon themselves to probe into Tom's personal life. Meanwhile, Sasha flirts with professional surfer Laird Hamilton.
Gary Has To Choose Now that Gary and Sasha have taken their relationship to the next level, Gary must decide whether or not putting his career on the line to date his boss is worth it. Meanwhile, Allison tries to teach Tom a lesson in responsibility.
Gary Lowers The Bar After Sasha gives Gary an awesome Valentine's Day gift, he tries to outdo her by giving her the perfect gift. Meanwhile, Allison tries to bond with Tom and Louise.
Gary's Big Mouth When Gary's plan to help Tom land a spot on the wrestling team backfires, he challenges the coach, a former high school nemesis, to a wrestling rematch in an attempt to settle their score.
Gary Tries To Find Something For Mitch When Mitch returns home from overseas, Gary tries to help him figure out what he'll do for a living. Meanwhile, Curtis and Charleen hire Allison as their wedding planner.
Gary Unmarried? When Gary finds out that he and Allison's divorce papers were never filed, he uses the information to manipulate her into giving him his stuff back. Meanwhile, Allison's sister Rachael comes to town and gives Mitch a makeover.