In the pilot episode, we are introduced to Joe, Owen and Terry, who have been friends for years. Joe, who once had a dream of becoming a professional golfer, is now a party-store owner who is dealing with his recent separation from his wife. Owen works for his father as an auto-salesman in order to make ends meet and Terry is a part-time actor who is trying to recapture his past glory. The three of them support each other through their mid-life challenges during daily lunch meetings at a local diner and hikes in the hills of Los Angeles.
Joe has been living in a hotel since separating from his wife, Sonia, but he’s starting to think about finding an apartment. Owen, who is one of the auto dealership’s weakest salesmen, winds up with an embarrassing dealer car, one his wife simply will not accept. And Terry goes overboard trying to track down a man who nearly ran him over.
Joe tries to connect better with his son, Albert, by teaching him golf. But when the school golf team is ready to compete in a tournament, Albert is reluctant to get on the bus. Owen is determined to get his sales figures up while at the same time not feeling bad about himself for ripping customers off. And Terry gets into his character a little too much when a coworker asks him and an actress to pretend to be an interested homebuyer at an open house.
Owen and Melissa join Joe’s ex-wife, Sonia, and her new boyfriend, Harold, for a charity function at their children’s school. Terry does his annual duty as auctioneer for the event and meets an old flame, while Joe winds up hanging out with his bookie, Manfro.
The construction at Owen’s house is shut down by the city when it is discovered that the contractor, who has now disappeared, never filed the proper permits. To make matters worse, the electricity is out, forcing Owen and his family to temporarily stay with his parents. Meanwhile, Joe worries that his daughter’s ex-boyfriend might be stalking her.
Joe recounts the tale of the first date he’s gone on in 20 years. The misadventures include a black eye, a potentially embarrassing encounter with one of his employees, an unfortunate piece of advice from Terry, an anxious Little Leaguer and a poorly placed lamp.
Joe goes to see his retired father, who gives new meaning to the word grumpy. Owen’s wife and mother get upset when a commercial for the auto dealership implies that Owen’s co-worker, Marcus, is actually Owen Sr.’s son. And Terry becomes obsessed over finding out why he has been rejected for a youth mentoring program.
Joe’s bookie finds out Joe used to be a professional golfer and decides to use him to hustle a couple of guys. Owen’s family becomes concerned over his increasing weight. And Terry gets a new apartment, but the apartment manager job that comes with it is a bit much to handle.
Desperate to buy a house after his son develops anxiety issues related to their family situation, Joe decides to bet $25,000 on a basketball game. Terry is forced to face the dire condition of his acting career when he agrees to take a bit part on a B movie. And Owen’s father decides it’s time to cut back on his work load and let Marcus take over more of the day-to-day management of the dealership.
Feeling guilty about his rapid downward spiral, which includes treating his son poorly and having to cut back on staff at his store, Joe decides to stop gambling. Owen finds a new sense of purpose when he goes to work for a rival auto dealership following his father’s decision to turn management over to Marcus. And Terry’s life spins out of control when his gig on a movie results in disasters at the apartment complex.
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.
