Retired at 35, starring esteemed actor George Segal, is a TV Land original and is the networks second venture into scripted comedy -- along with Hot in Cleveland. Successful young businessman David (Johnathan McClain) decides to leave the rat race of New York City behind and move into his parents' (George Segal and Jessica Walter) Florida retirement home to reconnect with them, re-evaluate his life and live the dream of retirement that so many are working toward.
Jared proposes to Amy, leaving Brandon both heartbroken and a little suspicious of Jared's motives when the wedding is scheduled in two weeks. David discovers that Brandon's suspicions have merit.Watch Now:Amazon
Amy pushes her father to be more friendly toward Jared, but later regrets it when Alan convinces Jared to move his huge massage chair into his and Amy's apartment. Elsewhere, David is annoyed when Alan replaces him with Jared on the community's softball team, even giving David's old uniform to Jared.
Alan and Elaine go to couples therapy, and the therapist (Robin Givens) suggests that each plan a secret date for the other. David moves in with Amy, after the presence of both his parents in the condo begins to bother him. But Amy soon becomes bothered by David's presence.Watch Now:Amazon
Elaine takes part in Alan's poker games, making him uncomfortable. David begins working for Brandon's pool care business, but hurts Brandon's feelings by saying that he is embarrassed to tell his parents what his real job is. Brandon meets Amy's boyfriend Jared (John Ross Bowie), which stirs Brandon's romantic feelings for Amy even more.Watch Now:Amazon
David meets a nice girl named Jenn (Danneel Ackles) at the grocery store, and lies to her about his career and financial situations. Alan and Elaine become convinced that Jenn is hiding ulterior motives with regards to David. Amy and Jared agree to move in together, but after Amy gets advice from Alan about the decision, Amy scares Jared about possible marital commitments.Watch Now:Amazon
Alan becomes jealous as David develops a budding relationship with Elaine's new boyfriend, an astronaut.Watch Now:Amazon
Amy is confused after getting a surprise kiss from Brandon, making her question her relationship with Jared. Making matters worse, the entire Robbins family gets involved in Amy's love life. Elsewhere, David and Jenn stuggle to agree on ground rules for their relationship.Watch Now:Amazon
Elaine and Alan battle for David's affections by buying him fancy gifts. Alan learns that he loves being alone.
When a New York executive visits his parents in their retirement home, he decides to quit his job and move in; however, his decision prompts them to make a life-altering decision.Watch Now:Amazon
Now that Elaine has left, Alan wants to find a relationship with no strings attached, but finds out that he might now be able to handle it. Meanwhile, Elaine comes back into town, and David must keep a secret from his father.Watch Now:Amazon
Elaine's meddling in her son's personal life prompts a lie from David that quickly spirals out of control.Watch Now:Amazon
David's new status as a matchmaker also has a financial upside, thanks to his top escort---Alan.
Elaine appears determined to pursue a one-night stand of her own after catching Alan in bed with Susan. Alan asks David and Amy (Marissa Jaret Winokur) to find out if their mother is following through on her threat, as he's determined to win her back.Watch Now:Amazon
The second season concludes with Amy facing a difficult choice: She discovers that Jared wanted to marry her quickly to get a green card, while also realizing how much Brandon is in love with her.