Kevin Can Wait

Season 2 begins with Kevin rushing to throw Kendra the perfect wedding, with Vanessa's help, when the Gables learn that Chale is about to be deported.

Kendra, who is overwhelmed by Kevin's helicopter parenting, tricks him into taking a job with his old partner, Vanessa, who now operates her own private security company.

Kevin goes undercover to find out the truth when Vanessa suggests that Sara has a secret boyfriend. Meanwhile, Jack desperately searches for an illness he can claim as his own after the "cool" kids with peanut allergies learn he's been lying about sharing their malady.

Kevin steps in as Vanessa's "successful doctor" date at her sister's wedding, in an attempt to impress Vanessa's very judgmental father. Meanwhile, Kyle helps Kendra and Chale make a fake photo collage of honeymoon pictures to tout on social media.

Vanessa plots her revenge on Kevin after learning he lied his way out of working on a Sunday to attend a football game with Goody. Meanwhile, Kyle dates a new girlfriend; and Chale and Kendra have their first squabble as a couple.

As Kevin and Chale head to an upstate pawn shop to recover a treasured family heirloom, Kendra and Vanessa create a new online dating profile for Kyle.

When Kevin and Vanessa try to land a security gig at a toy store, they get sidetracked practicing their new business pitch and wind up locked in the store after hours. Also, Chale is having success working at Enzo's.

Kevin and Vanessa concoct a plan when they fear Rootger might sue them after he slips and injures himself at their office. Also, Kendra dispenses legal advice at Enzo's for paying customers.

After Kevin insists he can handle cooking a full Thanksgiving dinner for Vanessa and his family, he realizes he's in over his head and secretly asks his flirtatious neighbor, Wendy, for help.

As part of a security job, Kevin goes undercover as a janitor at a car dealership, but he accidentally sells a car to a customer and finds himself on track to win top salesman of the month. Also, Chale reveals his phobia of puppets after learning that Kendra used to be into ventriloquism.

After Vanessa asks Kevin to help her get a date with a handsome personal trainer, Alejandro, she gets frustrated when Kevin starts training with him instead. Also, Chale reluctantly takes advice from Kyle when the health inspector stops by Enzo's.

While Vanessa and the Gable family gather around the Christmas tree, Vanessa and Kevin reminisce about their first patrol together.

After Kevin and Vanessa nail a pitch for a new job for their security company, Monkey Fist, they run into Frank (Ricardo Chavira), the owner of a rival company who is determined to put them out of business by pitting Kevin and Vanessa against each other.

Vanessa encourages Kevin to ask out a client who shows interest in him.

On a flight for a security job, Vanessa tells a flight attendant that she and Kevin are newly married in order to get bumped up to first class, but her fib creates a lot of extra baggage when Kevin meets Lisa and the two hit it off.

When Vanessa is featured in a local magazine article about entrepreneurs under 40 years old, a jealous Kevin tries to get attention for himself by securing his own award, while reminding her that she is over 40. Also, Chale fixes up Kyle on a date with his wild Aunt Kristin.

After Kevin and Vanessa witness Kyle's success using a dating app that requires a close friend to choose one's perfect match, they agree to be each other's wingman and try their hand at matchmaking.

After convincing Kevin to break things off with his neighbor, Wendy (Florencia Lozano), who had reeled him in with her delicious meals, Vanessa feels compelled to cook for him despite being culinarily challenged.

Vanessa convinces Kevin to go on a TV talk show with the "baby boy" he helped deliver years ago as a cop, but her plan to promote Monkey Fist backfires when Kevin runs into his arch-nemesis, Frank Munson, at the appearance.

Vanessa thinks she's friendless when none of her pals are available to go to dinner with her on her birthday. Feeling lonely while waiting for Kevin to pick her up for what she thinks is just a dinner for two, Vanessa gets tipsy with Kyle, and the two share a flirtatious moment.

Kevin and Vanessa devise a plan to save Enzo's restaurant after learning the new owner, Alviti (Ralph Macchio), plans to knock it down and build a parking lot.

When Monkey Fist lands Alviti's (Ralph Macchio) big account to provide security for his parking garages, Kevin inadvertently derails Rootger's efforts to study for his security guard test and puts the new job in jeopardy, much to Vanessa's dismay.

Kevin offers to help Kendra and Chale buy Enzo's, but they soon realize that the partnership won’t work when Kevin's idea of a silent partner is not so silent.

After a former bandmate talks Kevin into reuniting with their old band, Smokefish, with hopes of making it big, Vanessa realizes a chance encounter with the band in her past changed the course of her life.