On Allison’s first work day at Welltopia, she and Ken try to prove the other wrong when it comes to a patient’s diagnosis. After Damona introduces her new boyfriend, Eric, to co-workers, Pat surprises everyone and announces he’s also dating someone. Meanwhile, it’s Dave’s first day of middle school, and he’s nervous he won’t be able to make friends, so he turns to D.K. to help reinvent his image.

When a neighbor girl stands outside the kitchen window staring at Albert, Molly and D.K. try to scare her off. Meanwhile, Ken is surprised when he learns that Pat, instead of him, is asked to emcee this year's annual Welltopia banquet; and Clark and Damona debate relationship styles as it relates to their individual partners.

Allison convinces a reluctant Ken that it would be a fun family adventure to drive to her parents for Thanksgiving dinner. But along the way, a traffic jam combined with her husband and kids’ antics causes her to lose her usual cool. Meanwhile, Clark takes charge to serve Thanksgiving dinner at a shelter for the homeless, but his bossiness and unnecessary attention to details drives everyone a little crazy.

Allison wants to show her fun side to her Welltopia coworkers and offers the Park home for the office holiday party, but Ken isn't onboard with the idea. Meanwhile, Clark truly wants to give his boyfriend, Connor, the perfect present, but Connor upstages him with the ultimate gift; for the library's Christmas party, D.K. dresses up as an unlikely Santa and Dave dons elf garb; and Molly tries to impress a Stanford University official.

When Ken's attractive new intern, Erin, shows up at Welltopia, Allison starts to feel a bit insecure when Erin's admiration for Ken veers into flirtatious territory. Meanwhile, Damona's boyfriend, Eric, wants her to confront her musical past when he learns she was the lead singer on the C & C Music Factory's 1990 dance jam, "Gonna Make You Sweat." Molly's first date with Jae leaves her wondering if he really likes her, so matchmaker D.K. goes on a secret mission to see what he can find out.

Amy, the producer of a documentary health series, follows Ken around to record a typical day at an HMO, giving Ken his big moment in the limelight. But much to Ken’s chagrin, a series of the less than thrilling day-to-day parts of the job at Welltopia leads Ken to doubt his own career choice.

Ken lets Allison, who is second-guessing her decision to have a low-key Valentine’s Day, think that a love poem Dave wrote for his sweetheart, Emily, is meant for her. Meanwhile, Molly and Jae consider Valentine’s Day a corporate concoction; Clark plans a romantic scavenger hunt to lead Connor to his present; and complications arise when Damona and Eric have dinner at a restaurant that she and Pat once frequented when they were dating.