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Three male friends experience the changes and challenges of midlife.
Although determined to get himself back in shape on the golf course, Joe finds that getting up early to practice is having wear on his body. Unfortunately, Joe also finds out that his new house is in the same neighborhood as his former bookie. Owen takes over as manager of his father's auto dealership, but is starting to doubt his decision to hire Terry, as it doesn't seem like he's able to handle a nine-to-five job.
Joe attempts to create a strict practice schedule, but it doesn't work out the way he hopes. Meanwhile, Owen tries to establish authority at the car dealership, but being manager is starting to have a strain on his life, especially his marriage, and Terry gets made fun of at work when his coworkers find an old commercial of his on the internet.
Joe inadvertently ends up dating two women at the same time. Owen forces his father to stop undermining this authority at the dealership, while Terry makes a wager with Marcus over who can sell the most cars in one day.
Joe finalizes his divorce, and discovers a few secrets about his daughter. Meanwhile, Owen goes to a car convention with his father, who has some unexpected news, and Terry is approached about an old television commercial.
Joe feels conflicted after finding out some news about his former bookie, Manfro (guest star Jon Manfrellotti). Terry begins to embrace the benefits of having a 9-to-5 job. Owen takes a huge step towards resolving the tension between sales and service.
When Terry announces he's going to get a colonoscopy for his 50th birthday, the guys all decide to get one, making a weekend out of it in Palm Springs. While there, Joe deals with his "mind" bets, Terry can't stop thinking about Erin and Owen opens up about his dad and the dealership.
Joe decides to spend time with his former bookie; Terry and Erin take a new step in their relationship; Owen receives an offer from a rival dealership.
Joe does a favor for his former bookie. Terry struggles to deal with the latest development in his love life. And Owen tries to keep things on the lot from getting out of control.
Owen takes the reins of the dealership's softball team right before a game against their rival. Meanwhile, Terry begins having relationship issues and Joe's father visits.
Joe's relationship with Manfro becomes increasingly complicated, while Owen installs surveillance cameras in the dealership to monitor the workers, and Terry has a horrible date.
While Joe tries to get his life back on track, Owen and Terry make a commercial for the dealership.
Joe’s big day – the senior tour pre-qualifier – has finally arrived. Terry realizes a new dream and passion. And Owen discusses the future of the auto dealership with his father.
