When Allison gushes about how excited she is to go to Hawaii for the holidays, Ken realizes that he forgot to ask for those days off. So Ken, not wanting to admit he messed up, turns to lying, begging and bribing the master scheduler for the office (with whom no one has ever met), hoping he can give him the time off.

Dave's date to the Valentine's Day dance ends up being the daughter of a well-known, successful malpractice lawyer who does not like Ken. Julie feels rejected by Topher.

When Dave announces he’s been invited to pitch his Hot Legs Duvet invention on “Shark Tank,” Ken is excited. But then he gets nervous about throwing his son into the Tank when he realizes how tough the Sharks can be. Meanwhile, Molly heads to Welltopia to intern, and Pat is so impressed that he takes her under his wing.

When the star of Molly’s high school basketball team injures his ankle, Ken’s routine exam and unexpected diagnosis shocks everyone since it might keep the young man from playing in the big game. Meanwhile, Clark and Connor take another major step in their relationship before getting married, and Pat lets Allison in on the secret espresso coffeemaker he keeps in his office.