Retired at 35 - Season 2 (2012)

David meets a girl, Jenn, but Elaine and Alan question her motives for dating David. David starts to believe his parents, until Jenn reveals the reason for her strange behavior is she's a single mother. Jared is reluctant to make a big commitment to Amy.

Amy pushes Alan to be closer with Jared. But when they become closer friends than Amy planned, it starts to take its toll on their relationship. Meanwhile, David struggles with Alan treating Jared like the son he never had.

David notices Elaine is acting strange. He discovers that Elaine has kept her apartment in secret, but that might not be the only secret she's keeping. David enlists Amy's help to get to the bottom of their mother's secret life.

After an unexpected kiss from Brandon, Amy is thrown. She questions her relationship with Jared, and everyone in the Robbins family gets involved to make matters worse. Dave and Jenn have trouble setting ground rules for their relationship.

After her breakup with Jared, Amy discovers that she's pregnant... maybe. Before she can find out for sure, the news gets out and the whole family is abuzz. When Amy learns she's not actually pregnant, she has a harder time breaking the news than expected.

Jared proposes to Amy, much to Brandon's dismay. But when Jared suggests they get married in two weeks, Brandon suspects Jared has ulterior motives. While Amy and Elaine plan the wedding, David discovers Brandon's suspicions of Jared were right.

On the day of Amy and Jared's wedding, Amy discovers Jared may only be marrying her to get his Green Card so he can stay in the country. When Brandon and Jared both make their true intentions known, Amy must choose between them.