After Allison interrupts Gary and Sasha's first date, Sasha sees the problems that arise when dating a divorced man.
When Tom is pleased with his low scores on a career aptitude test, Allison persuades Gary to set a better example. On a lark, Gary calls his old friend, Curtis, who works at a radio station, and is surprised when he is offered a job that is, until the frazzled station manager, Sasha, clarifies that, he is there to paint the building, not report the latest sports news. Meanwhile, Gary's brother, Mitch, escorts Louise t…more
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, 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 is determined to prove that he can handle a one-night stand without getting attached.
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. Meanwhile, Louise participates in her school's volunteer week by creating a video of well-wishes for Uncle Mitch and the rest of his Marine Corp. unit.
Gary overextends himself when he tries to juggle two kids and two careers.
Allison is jilted when her new "friend," Sophia, prefers Gary's company over hers.
Gary turns to Allison after he makes a disastrous attempt to prepare a fancy Thanksgiving feast for Sasha, Curtis, Jack and the kids.
When Gary lets Louise attend a party, he tries to keep it a secret from Allison; Sasha contemplates having more than a working relationship with Gary.
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