John's plan to encourage Samantha to skip her ballet class and take up boxing with his trainer, Troy, behind her mother Heather's back has unexpected consequences. Also, Jen tries to discreetly seek a second opinion when Tim tells her she needs tonsil surgery; Joan constantly scares Matt by hiding spiders around him; and Greg grows a wiry beard that irritates Jen.

The holiday spirit is alive, well and wildly different for each member of the Short family.

When Jen and Greg hire Clementine as a part-time nanny for Lark and invite her to join them for dinner, the waitress mistakes Jen for Lark's grandmother. Also, Tyler's new girlfriend turns out to be Sophia's fourth grade teacher, John hires a questionable company to set up an escape room in his house, and Matt grows frustrated with Colleen when she blames a valet for stealing her lottery ticket.

When Greg and Jen slip away for a couples massage, the afternoon doesn’t turn out to be as relaxing as they expected. Also, Tim, Heather and the kids have a contest to see who can accumulate the least trash, Colleen asks Matt to illustrate a children’s book she is writing, and Jen helps Joan and John with their will.

When Matt drives Greg to a job interview, they encounter a few bizarre obstacles that jeopardize getting him there on time. Also, with John's help, Tyler listens in on a therapy session between Clementine and Joan to see if she still has feelings for him; Tim bribes Samantha to attend online traffic school in his place; and Jen tries to convince Colleen and Tim to join her boycott of family get-togethers.

Heather asks Tyler and Tim to buy a bra for Samantha; Joan asks Jen to submit a recipe for the family cookbook, prompting Jen to steal one from her favorite restaurant; John gets Samantha and Sophia hooked on gambling.

When the Short family arrives at their vacation resort in the Yucatan, their accommodations aren’t quite what they expected. Heather is ridiculously overprotective of Sophia during the family activities. Jen and Greg discover that Matt and Colleen have been duping everyone. John and Joan get separated from their tour group in the jungle.

When Matt invites Colleen to brunch with the family, he coaches her through the difficult task of connecting with them. Also, John, Matt and Greg try to prove their masculinity by cutting down a tree in Greg's backyard, Tim has an adverse reaction to espresso, and a sleep-deprived Greg has a run-in with the cops.

When Jen invites her boss, Paul, and his wife over to dinner to impress him, she and Greg can't remember his wife's name and scramble to avoid embarrassment. Also, Tim urges Tyler to start dating; Matt ends up having a nightmare about parenting after he and Colleen discuss having children; and Joan grows increasingly stressed about Heather living with her.

When Jen sings in Tyler's band, she gets caught up in the excitement and creates an awkward situation for him. Also, John and Greg decide to brew beer together, Matt donates one of his paintings to a silent auction for Tim's medical charity, and Heather becomes jealous of Joan's friendship with a classmate.

Tim and Heather unintentionally make things incredibly awkward for Tyler when he brings his gorgeous new girlfriend, Clementine, to meet the family. Also, Matt and Colleen are caught canoodling at the office by their obnoxious co-worker, Will, Jen and Greg vow not to become germaphobes, and John buys Sophia a cell phone behind her parents' backs.

Joan invites their recently widowed neighbor, Gary Timpkins, to Thanksgiving dinner, during which everyone has a bad reaction to Colleen’s cauliflower dish. Also, Tim and Sophia try to find a last-minute replacement for Heather’s spoiled turkey, Jen and Greg debate who to name as Lark’s godparent and John takes Samantha to the Harvest Festival, where she sneaks into the corn maze with her boyfriend, Aiden.

Greg joins Colleen's gym and goes overboard gearing up to work out. Also, Heather and Jen host a secret garage sale that directly competes with one Joan is having, Tyler and Samantha throw a party while Heather and Tim are away for the weekend, and the family has second thoughts about eating lobster for dinner.

The siblings congratulate Greg after word spreads that he stood up to Joan for passive-aggressively questioning Jen’s parenting skills. Also, Chad insists on having one last meal with Colleen’s grandmother before heading off to jail, Matt and Greg discourage Tim from beating John at a round of golf and Sophia gets a peanut stuck up her nose.

After realizing that Sophia is growing up faster than he’d like, John buys himself a pet, but it doesn’t get along well with Joan. Also, Heather accidentally sends Tyler a sexy text message, Jen and Greg try to help Samantha win her boyfriend back and Heather and Jen console Colleen and Matt over their break-up.

Greg feels threatened by Jen's handsome assistant; Tim and Heather plan a prank.

Greg is still bitter over an accident that sidelined a competitive game of ping-pong he and Matt had started years ago, so they decide to finally settle the score. Also, Heather questions herself after urging Tim to get a vasectomy, Jen is stressed about returning to work, and Joan learns her credit card has been stolen after strange packages start arriving.

The Shorts take a trip down memory lane with a #TBT to Y2K, when John and Joan throw a party to celebrate the turn of the century. Also, #TBT to Heather and Tim's parenting styles before they had Sophia.

When Heather, Clementine and Jen offer to save Joan from the stress of preparing the Thanksgiving meal, the free time leaves Joan every more frazzled. Also, Greg has a boost of self-confidence after learning he has high levels of testosterone.

When Tim and Heather go to an expensive dinner to celebrate their anniversary, they are determined to finish every bite of their pricey 20-course meal. Also, Jen and Greg try to quickly potty-train Lark before her first day of preschool; Tyler gets jealous of the attention Clementine is getting at work; and Matt and Samantha team up for a “Middle Child Day” and go to a trapeze school.

Jen and Greg decide to take turns dealing with her annoying parents when they come to visit. Also, when Tim and Heather chaperone Samantha's dance, Heather runs into an old flame; Colleen cashes in the many "love coupons" Matt has given her as gifts over the years; and Sophia digs up disturbing information when she investigates the family lineage.

When Sophia feels like she is no longer the cutest kid in the Short family, she tries frantically to regain her status. Also, Joan gives Jen a beautiful necklace, forgetting she already gave it to Heather for her Sweet 16, and now she has to get it back; Greg tries to fit in with his new young coworkers but takes things too far; and Colleen and Tim bond when he helps her administer the hormone injections for her IVF treatment.

Jen and Greg find out a surprising piece of news. Also, Sophia wants to get a second piercing in her ear, to the dismay of Heather and Tim; Colleen and Matt send out a video thank you message for their wedding gifts that irritates the family; and John takes a modeling job but is horrified when he finds out his image is used alongside a product for the elderly.

Tim and Heather plan a surprise birthday party for Samantha, but the night takes an unexpected turn when she doesn't come home alone. Also, Matt and Colleen learn their surrogate can no longer carry their baby; John and Joan decide to learn Spanish for their next adventure; and Jen and Greg have to find a way to keep their secret from the family.

When Colleen and Matt try to impress a potential birth mother, they have a hard time competing against another rich, swanky couple. Jen’s pregnancy takes a toll on Greg; Heather lets John take credit for her housekeeping while Joan recovers from knee surgery. Tim arranges for Tyler to record a demo at a friend’s studio