Part 2 of 2. Season 1 ends with Kevin being forced by his undercover partner (Leah Remini) to extend their investigation by attending a fraudulent dealer's weekend art show in Boston, which causes Kevin to miss the Mets Fantasy Camp with his buddies. Meanwhile, Chale discovers his dream job isn't what it seems; and Donna mouths off to her boss.
Part 1 of 2. Kevin begrudgingly agrees to come out of retirement, briefly, to reprise an undercover assignment where he and his old rival Vanessa Cellucci (Leah Remini) once again pose as husband and wife. Meanwhile, Donna is up for a promotion; Kendra gets accepted to law school; and Chale lands a lucrative new job.
Kevin competes with his childhood nemesis who is intent on reserving the same church date for his daughter's nuptials that Kendra wants for her wedding to Chale. Both men battle for the priest's approval by becoming more involved in the church.
Kevin and Donna jeopardize their chance for a kid-free vacation care of their chiropractor when he catches them using his colleague's services. Meanwhile, Kyle, still bitter that Kevin overlooked him to be best man at his wedding to Donna, tries to convince Chale to give him that responsibility.
While Kevin tries to charm his elderly neighbor into giving him permission to cut down one of her trees, he gets intimidated by her son and inadvertently invites them to his house for a non-existent party.
Kevin's resolve to spend more quality time with his family is put to the ultimate test when his buddies surprise him with tickets to see his favorite musician, Billy Joel, in concert. Billy Joel appears as himself.
Kevin rearranges the house to his liking after his buddies convince him that Donna makes all their decisions and has organized the house for her own benefit. Meanwhile, Kendra enlists her Uncle Kyle to help toughen up Chale.
Kevin, a newly retired police officer, faces tougher challenges at home than he ever did on the streets. In the opener, Kevin's retirement plans go awry when he learns his wife has shielded him from key family problems while he worked as a cop and that he must now face them head-on.