Phat Monkey – When Monkey Fist lands Alviti’s 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. Also, Kendra and Chale try to persuade an investor to help finance their brew pub idea.
The Smoking Bun – Plans to knock it down and build a parking lot. But when Alviti makes them a lucrative job offer, the future of Enzo’s is at stake.
Forty Seven Candles – 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.
Delivery Guy – 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.
The Whole Enchilada – After convincing Kevin to break things off with his neighbor, Wendy, who had reeled him in with her delicious meals, Vanessa feels compelled to cook for him despite being culinarily challenged.
Wingmen – 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.
40 Under 40 – 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.
Fight or Flight – 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.
Kevin Can Date – Vanessa encourages Kevin to ask out a client, Rebecca, after she shows interest in him.
Monkey Fist Insecurity – After Kevin and Vanessa nail a pitch for a new job for their security company, Monkey Fist, they run into Frank, the owner of a rival company who is determined to put them out of business by pitting Kevin and Vanessa against each other.