A former bandmate talks Kevin into reuniting with his old band; Vanessa realizes a chance encounter with the band in her past changed the course of her life.
Kevin Can Wait Episode Guide
Kevin offers to help Kendra and Chale buy Enzo's, but they soon realize Kevin's idea of a silent partner is not so silent; Kendra and Chale find peace at Vanessa's apartment.
Kevin inadvertently derails Rootger's efforts to study for his security guard test; Kendra and Chale try to persuade an investor to help finance their brew pub idea.
Kevin and Vanessa devise a plan to save Enzo's restaurant after learning the new owner plans to knock it down; the owner makes them a lucrative job offer, which puts the future of the restaurant in peril.
Vanessa thinks she's friendless when no one is available to join her for dinner on her birthday; feeling lonely while waiting for Kevin to pick her up, Vanessa gets tipsy with Kyle, and they share a flirtatious moment.
Vanessa convinces Kevin to go on a TV talk show with the baby boy he helped deliver years ago as a police officer; Kevin runs into his archnemesis, Frank Munson, at the appearance.
Vanessa feels compelled to start making Kevin's meals, after she convinces him to break things off with his neighbor who was cooking for him.
After Kevin and Vanessa witness Kyle's success using a dating app, they agree to be each other's wingman and try their hand at matchmaking.
Vanessa wins an award meant for entrepreneurs under 40; Kevin relentlessly reminds her that she is over 40; Chale sets Kyle up on a date with his wild Aunt Kristin.
Vanessa tells a flight attendant that she and Kevin are newly married in an attempt to get bumped up to first class; her lie leads to trouble when Kevin meets a woman and the two hit it off.
Vanessa encourages Kevin to ask out a client who shows interest in him.
Kevin and Vanessa run into the owner of a rival company who is determined to put them out of business by pitting Kevin and Vanessa against each other.
Vanessa and Kevin reminisce about their first patrol together while gathered around the Christmas tree.
Kevin goes under cover as a janitor at a car dealership but accidentally sells a car; Chale reveals his phobia of puppets after learning that Kendra used to be into ventriloquism.
Kevin realizes he can't handle cooking a full Thanksgiving dinner and asks his flirtatious neighbor for help.
Kevin and Vanessa get sidetracked practicing a business pitch and wind up locked in the store after hours; Chale has success working at Enzo's.
Vanessa plots her revenge on Kevin after learning he lied about attending a football game with Goody; Chale and Kendra have their first squabble as a married couple.
Kevin tries to help Vanessa impress her judgmental dad when she's stuck without a date for her sister's wedding.
Kevin goes under cover to find out if Sara has a secret boyfriend; Jack searches for an illness he can claim as his own after the truth about his peanut allergy is discovered.
Kendra tricks Kevin into taking a job at Vanessa's new private security company.
Kendra and Chale must get married before Chale is deported; Kevin seeks Father Phillip to officiate the ceremony; Vanessa helps Kendra with the wedding plans.