Ben spends his 40th birthday trying to get rid of a hockey rink that won't melt, looking for an elephant lost in the building, and trying to fix a PR nightmare; Alice ends her casual relationship with Ben.
Crystal holds a contest for Employee of the Year despite having chosen a winner already; Ben must cater to the needs of a teen heartthrob (Nick Jonas) who is set to perform at the arena.
When Heather sets Ben up on a blind date with her sister, Stephanie, he finds he has a lot in common with her... until he realizes Stephanie is crazy. In an effort to help Roman muster the courage to ask Heather out, Ben finds himself reluctantly on a group date with Stephanie, Roman and Heather. Meanwhile, Crystal has asked Alonzo to walk her dog in a dog show, and Alice tries to impress her best friend who's come for a visit.
Ben's plan to get his employees to like him backfires. Meanwhile, Crystal invites Alice and Alonzo on a double date with her new beau, and Ben gives Heather the responsibility of finding a new halftime act when the Sunshine Center mascot suddenly quits.
Ben discovers Roman has no place to stay and reluctantly takes him in, Crystal harbors animosity for a certain ice dancing group, and Alice feels guilty when she fails to keep up with her "perfect man."
Ben helps Crystal find closure with her ex-husband, while Alice helps Alonzo deal with two billionaires. Meanwhile, Roman helps Ben by keeping Ben's date, the quarterback of a woman's lingerie football team, occupied.
Ben and Alonzo compete against tennis legend Jimmy Connors and actor Fred Savage in a celebrity tennis tournament; a careless act brings Crystal closer to her son.
When Roman becomes Alice's assistant, he surpasses her expectations; Alonzo makes a confession about a past relationship.
Ben is in for a surprise when his one-night-stand turns out to be Crystal's new assistant, Vivian. When Ben and Vivian try to continue their "no strings attached" relationship, Ben discovers something about himself. Meanwhile, Crystal's efforts to be a responsible mom to Roman are derailed, and the mascot sends Alonzo over the edge.
When the self-help guru scheduled for a seminar at the arena is arrested for fraud, the staff struggles to find a replacement act. Heather's obsession with Ben grows, which inflames Roman's jealousy. Alice's fear of public speaking returns.
Ben's hockey idol is coming to visit the arena and Ben must convince him of their organization's family values in order to land him as coach of their hockey team. Crystal is distraught when her pet dog dies and everyone is walking on eggshells. Alonzo gets a chance to film a commercial but Alice is more excited than he is.
The arena hosts a leadership conference with 3 charismatic leaders that turn out to be self-absorbed jerks. Crystal decides she needs to contribute to the arena's operation, much to Ben's dismay.
The arena puts on a wedding for two valued employees. Roman and Heather have their first fight. Ben struggles with the age difference with his girlfriend.
