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.

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.