Gary sets out to repair Allison's garbage disposal but find themselves inside her bedroom fixing their lust for sex.

When Tom is unaffected by low scores on a career aptitude test, Allison decides that Gary needs to set a better example for their son. Gary calls an old buddy who works at a radio station, and ends up getting offered a job an offer that Gary misinterprets.

After Allison's new boyfriend offers to take Louis to New York for his birthday, Gary tries to outdo him but shouting out a promise he could never keep.

When the radio station's normal sports announcer gets arrested, Sasha agrees to let Gary take over, giving Gary his first big break. Meanwhile, it's her school's volunteer week, and Louise participates by making a video consisting of well-wishes for Uncle Mitch and the rest of his team in the Marine Corp.

Gary and Sasha's first date is interrupted by Allison, so Sasha starts to really notice the bad sides of dating a divorced man.

Gary buys a boat to help Tom impress a girl, but his scheme does not go as planned; Gary must turn to Allison's boyfriend for help.

Trying to juggle two kids and two careers, Gary overextends himself.

Gary is determined to prove that he can handle a one-night stand without getting attached.

When Allison breaks up with Krandall, she begins showing up at Gary's house, forcing Gary to find her someone new.

Because his relationship with Sasha has gone to the next level, Gary must now decide if he should put his career on the line to date his boss or if it's not worth it. Meanwhile, Allison tries to teach Tom a lesson in responsibility.

Gary turns to wrestling in order to settle a fued between him and the wrestling coach, after he fails to help Tom make the team.

Gary makes a threat to show Allison's racy photographs he received from her on their first anniversary to everyone, when she refuses to give back his pool table he bought for her as a gift.

Gary ends up in Vanessa's doghouse after finally taking her on a real date, but brings her to a restaurant that he used to frequent with Allison.

Gary reluctantly takes financial advice from Allison's brother, after receiving an notice from the IRS about an audit.

While his home is under repair, Gary moves back in with Allison.

It is the first Thanksgiving as a divorced couple, and Gary finds himself competing for dinner guests with Allison.

Gary and Allison decide they need to make some new boundaries and distance themselves from each other after he undressing in front of her.

Gary and Allison have hit that point where their relationship moves ahead, by meet each others friends. But neither felt like they had made a great impression.

Gary is afraid that Vanessa and Allison's blooming friendship will mean doom for his relationship with Vanessa once Allison sets up a gloomy impression of him. Gary wishes all the former women in his life will make friendships elsewhere.

Gary freaks out after learning that Dennis has made plans for his marriage to his younger sister, after they begin dating.

Gary realizes that if he can stop paying spousal support, he can buy Tom lots of toys. He sets about trying to encourage Dr. Krandall to set a date.

Gary begins to feel threatened by Tom's relationship with Dr. Krandall, leading him to change the relationship he has with his son.