When the office celebrates a promotion for Clark, Ken is oblivious since he lives in his own world…it’s the last straw for Clark dealing with Ken’s selfish ways. Clark writes a fake complaint comment card about Ken, so he’s forced to attend a training seminar for better bedside manners, which leaves Allison at home to have dinner with Ken’s parents.
Pat wants everyone to start working on Saturdays, so the workers in the office ask Ken to talk Pat out of it. When Ken visits Pat at home, he's shocked to find out he's living in a boat in the driveway. After Pat explains he's going through a divorce but still loves his wife, Ken thinks they've had a bonding moment. Meanwhile, Dave is given a new nickname at school and it brings up bad memories for Allison.
Ken is taken aback when he meets Allison’s former boyfriend Kevin O’Connell, now a very hot and successful doctor. So when Ken is asked to speak at a banquet honoring Kevin, he uses the opportunity more as a roast. Meanwhile, Molly struggles with a school assignment asking for what she wants to be when she grows up.
The episode opens with a flashback to Ken's botched marriage proposal on Halloween. Now 20 years later, Ken tries to arrange the perfect re-proposal for Allison. Meanwhile at the office, which is decorated for Halloween, Damona and Julie accidentally drug Pat and then take advantage of their boss' suddenly giving mood.
Molly admits to taking a sip of beer at a party, but insists she hated it and didn't drink the rest. While Allison is happy Molly is being honest with them, Ken is afraid of losing his little girl and uses the opportunity to explain to her what alcohol does to the body... in medical terms. His experiment goes awry when he accidentally gets blitzed and makes a fool of himself in front of her friends.
Molly rebels and gets a Japanese tattoo, which spirals Ken and Allison into having a cultural face-off when Allison claims she is more Japanese than Ken is Korean. At a holiday dinner, they push their traditional dishes on their guests, while Dave documents the Thanksgiving events for a school project. Also, Julie, fearful of being alone due to a recent heartbreak, invites the office over to her place – but Damona and Clark try finding a way to leave early so they can make it to their other Thanksgiving plans.
Ken continues to push basketball (his passion sport) on Dave, but his son is more interested in going to a city council meeting about the extreme drought in California rather than playing in a game. Meanwhile, Damona tries to work the system at the office to get more vacation days; and Molly tries to convince her mom to let her wear a skimpy outfit.
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.
The Park family are in the airport on their way home from Hawaii when their flight is delayed for several hours. Ken has an interaction with Dr. Oz that goes awry - and then needs to get the famous TV doctor to switch airplane seats with him. Meanwhile, Allison gets overly involved in Molly's love life and accidentally breaks up with her boyfriend via text message, and Dave finds himself in a high-stakes card game with some college students. Back at Welltopia, it's "Black Monday," the clinic's busiest day of the year, and in Ken's absence, Julie is the doctor in charge, and Clark and Damona have to help her learn that thoroughness doesn't have to take forever.
Allison is upset to find out that Ken hasn't had a physical in years and urges him to do so. Ken asks Julie to sign that he's had a physical, but Julie insists on doing the real thing due to her professionalism. After the physical, Julie learns that Ken is suffering from moments of high stress - he blames Allison at first, but then they both realize it's due to their kids and their growing concerns. Meanwhile, Molly is having trouble holding down a job to earn money to go to skiing, but uses her entrepreneurial spirit to make the den's bathroom available to a nearby film crew - much to her parents' dismay.
After Ken’s dad arrives for an impromptu stay, he starts taking on chores that Ken hasn’t gotten around to doing -- like buying and installing a much needed new dishwasher, but then Ken purposefully breaks it. Meanwhile, Damona and Pat hook-up after a drunken night together. But instead of clinging to Damona the next day, Pat makes an announcement that takes Damona by complete surprise.
After Ken helps Dave in asking a girl he likes to go with him to the Valentine’s Day dance, the plan quickly goes awry when Ken finds out that her dad is the well-known and rich malpractice lawyer whom he’s had issues with in the past. Can these two “adults” put aside their dislike of each other for the good of their kids? Meanwhile, Julie changes her Valentine’s Day party into a Presidents’ Day party to cover up her rejection from Topher. So when Topher suddenly shows up, Damona and Clark provide their support
Ken and the office staff are invited to a colleagues wedding, but things don’t go as smoothly as they’d all like. Allison shows her dislike for weddings, but it turns out she just really doesn’t like Ken’s dancing – he’s selfish on the floor. Meanwhile back at home, Molly hires someone to babysit Dave, but Dave wants to sneak out so he hires a friend to impersonate him. Also in the episode, Damona, Julie and Clark attend the wrong wedding, but Clark meets his dream guy there.
When Molly brings home her boyfriend, Allison has a conflict of interest when she realizes that he’s the son of one of her patients. Through a therapy session, Allison concludes that Molly’s boyfriend is cheating on her, but when Ken and Allison try to pry it out of him, it’s actually Molly who admits to cheating. This leads Allison to reveal her own overlapping romance when she first started dating Ken. Meanwhile, Pat begins kissing up to the staff, knowing that his evaluation is coming up.
Ken feels that Molly is pulling away as a teenager and tries to reconnect by taking her and her friends to a concert for Emblem3. Though she is embarrassed by her dad’s antics at the concert, Molly does appreciate the effort and finally warms up to her dad — just a little. Meanwhile, Allison takes Dave to a birthday party, but after he cuts his foot, he wreaks havoc on the Welltopia team when he is forced to face a big fear – a needle for the tetanus shot. Also, Damona struggles with how to break things off with Pat.
Ken is delighted when a long-time favorite patient/comedian comes in for a checkup. Unfortunately, tests reveal that Dicky’s cancer has come back and he must stay at the hospital, keeping him from performing what was going to be his last stand-up show. But Ken is determined to get Dicky what he wants! Meanwhile, Allison runs into an old-time patient at another therapist’s office, causing her to question her own abilities and friendship with the woman.
When Ken is invited to be a medical expert witness at a trial, his confidence level, normally quite high, goes through the roof. However, when the plaintiff’s lawyer hammers him and shreds his credibility on the stand, Ken’s confidence as a doctor wavers. But, with the help of the HMO staff, Ken regains his swag, both in and out of the court room. Meanwhile at home, Allison helps Dave sew a replica designer dress for Molly, in the hopes of winning her respect and appreciation.
When a job opportunity opens up at Welltopia, Pat thinks Allison would be perfect for it, but Ken isn’t so sure he wants to work so closely with his wife. Molly is stunned with her low SAT scores, and Dave has some ideas as to how to hide the results from their parents. Clark asks Damona’s help in trying to find out what Clark’s boyfriend, Connor, does for a living. Meanwhile, Ken’s father, D.K., makes a surprise announcement.
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.
On Halloween, Allison is disappointed the holiday doesn’t seem to scare Dave anymore, meaning her little boy is growing up, perhaps too fast. But that might change after D.K. tells a scary Korean gwishin (ghost) story. The Park family, as well as the gang at Welltopia, bring the story to life playing the various gwishins.
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.
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.
When D.K. overhears Allison complain about him overstaying his welcome, he decides to move in with his girlfriend of three weeks. Meanwhile, Pat wants Dave to pretend he's his adopted son; and Allison is convinced Molly wants to talk about something when she suggests they do a spa day, but the tables turn when Molly is the one doling out the advice.
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.
Ken spirals a bit out of control when he finds out Molly's new boyfriend, Jae, is leaving behind his pre-med studies to be an artist. At Welltopia, Pat asks Clark to monitor his weight loss program; and when Damona learns she isn't required to wear scrubs, her new look results in several awkward moments.
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.
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.
During a self-exam, Allison finds a suspicious lump in her breast, causing Ken and the HMO gang to rally around her for support while she anxiously waits for the doctor’s diagnosis. Meanwhile, Dave has questions for how he will portray the character he’s playing in the school play, and Pat and Damona share an unexpected moment.
When Ken's tough as nails medical school professor Dr. Erwin makes an appointment to check out an ailment, he continues to torment Ken just like he did during his residency. Meanwhile, Damona must "adult up" and break things off with Eric, and Allison's new assistant turns out to be quite the chatterbox.
Since Ken shares a "bromance" with the charming but cocky New Zealander CEO of Welltopia, Charles Evans, Pat asks Ken to put in a good word for him for a promotion. But things get awkward when Ken learns that Charles actually wants to fire Pat. Meanwhile, Clark suspects Damona and Pat are dating again, and D.K. tells Molly that, according to a Korean superstition, if she cooks chicken wings for her boyfriend, Jae, he will fly away from her.
After an awkward audition with Alison Brie, Hollywood producer/writer Dan Harmon makes Ken’s life-long dream come true by casting him in a new comedy series that takes place at a community college. Meanwhile, Pat is ready to declare his love for Damona, but an unexpected visit from his ex-wife, Tiffany, throws him off course; and Allison is less prepared for Molly to leave for Stanford than she’s letting on.