When Heather tells Sophia she has to get rid of her stuffed animals, Sophia stages a musical with them to see if she can change her mother's mind. Also, Colleen babysits Lark, and Jen comes home to find her dolled up in Colleen's old pageant dress; Joan's bike is stolen from the driveway so she enlists Matt, Greg and Tim to join her in tracking it down; and Tyler and Clementine get John's help to sell their homemade beef jerky at the farmer's market.

When Matt helps Grandpa Mort efficiently book a family trip to the Bahamas, the family is super impressed, so Greg reserves a cabana at the pool to outdo Matt. Tim saves the life of a fellow hotel guest. Matt and Colleen take an excursion to a private island. John learns some astonishing news about his father.

When Colleen and Matt host the family tailgate party at the L.A. Rams game, they invite former NFL quarterback Kurt Warner to spice up their so far dismal event. Also, Tim's in danger of missing the game when Sophia makes him take her to the restroom.

Greg becomes frazzled when Lark rebuffs him and only wants to be held by Jen. Also, Heather refuses to get the reading glasses she desperately needs; Colleen introduces Matt to her eccentric father so he can get his blessing for their upcoming nuptials; and when Cousin Mikey goes through a tough breakup, Joan tries to set him up on a date.

Matt and Colleen have a disastrous time babysitting Lark while Jen is at work. Also, Sophia is far from pleased when John buys her a butterfly kit for her birthday; Tim and Heather rehash an old fight from the early days of their relationship; and Greg gives Samantha questionable advice about being an entrepreneur for her school project.

Jen and Greg hire Edna—the cleaning lady who has worked for John and Joan for years—but Jen is horrified at her strange habits. Matt, Heather and Greg race to find the valuable souvenir pens John brought them when they were kids. Lucas is terrified of Joan. When Tim invites Matt over to watch a sporting event on television, it takes a weird turn.

When Greg and Jen hire Allie, a private chef, to cook for them on Valentine's Day, the evening isn't as romantic as they had hoped. Also, Matt and Colleen try to adopt a dog from Ruth, a judgmental animal advocate; John and Joan attempt to buy a classic car from dealership owner Gavin; and Sophia gets a necklace from a boy for Valentine's Day, to the chagrin of Heather and Tim.

Dinner gets awkward for Jen and Matt when they find themselves alone without Greg and Colleen. Also, Lark accidentally locks out Greg and Jen from the house, prompting Greg to install a complicated home automation system; Heather and Tim try to sneak wine into an ice skating show to get out of paying at the venue; and John and Joan agree to an impromptu wedding after Colleen mentions that she's an ordained minister.

Matt and Colleen experience crazy sleepwalking adventures after taking a sleep aid; Jen tells Greg she had a sex dream about a family member; Tim wants to help Sophia get through a slumber party; John installs a motion-sensor light in the yard.

When Colleen goes to Tim for help with an embarrassing ailment, she begs him not to tell the family. Also, Dougie enlists Joan to help her buy a gift for Matt and Colleen's wedding. Heather gets jealous when her friends want to include Jen in their group.

When Greg and Jen take Lark on her first airplane trip, their parental skills are upstaged by another couple travelling with their baby. Also, Joan and John attempt to smuggle their dog, Tank, onto the plane; Matt and Colleen miss their flights when they accept travel vouchers for airline credits; and Heather and Tim run into countless obstacles when trying to get to the airport on time.

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's crazy neighbors invite them to a party, Greg makes up a lie so they can get out of attending. Also, Matt and Colleen discover they need to give up some necessities to increase their chances of having a child; a delivery mix-up results in John and Joan accidentally receiving the fancy Japanese toilet Tim ordered for himself; and Sophia decides to shave her legs.

As the Short family's lives unfold in four brief stories each week, they try to savor the moments that add up to what life’s all about.

John and Joan disagree with their neighbors, Jerry and Pam, about who gets to use the hot tub when new property lines are drawn. Also, Greg and Jen invite their exterminator and his wife over for dinner, Matt and Colleen make an effort to be friends, and Tim is terrified to perform minor surgery on John.

When Joan's creative writing teacher, Professor Sinclair Wilde, praises her work, John assumes it is because he has a crush on her. Also, Tyler and Clementine invite Matt and Colleen over for an awkward dinner party; Jen tries to hide it from Greg when Lark takes her first steps while he's away on a business trip; and Colleen, Heather and Jen take Dougie out for ladies night when she realizes she might be gay.

When Tim gets two tickets to the GRAMMY Awards from his rock star patient, Charlie Puth, he brings Samantha to the show to impress her. Also, Matt and Colleen realize how out of control planning a wedding can get when they meet with their offbeat wedding planner, Ned Gawler; John and Joan join Facebook so they can stay connected to the kids; and Heather manically tries to save Sophia's beloved goldfish from dying.

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 Heather tries to become Tyler's cool best friend, things take an awkward turn. Also, Jen and Greg get their first overnight away from Lark; Matt and Colleen regret returning their wedding presents for cash when they learn what John and Joan hid inside their gift; and Tim goes overboard when keeping a watchful eye on Samantha and her boyfriend.

When Matt is in a hurry to get to the fertility clinic, each member of the family has a crisis that prevents him from getting there on time.

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.

Jen and Greg go to great lengths to find the perfect babysitter for Lark. Also, John becomes testy when shopping for a mattress and Joan realizes the unusual source of his aggravation; Heather learns information about Samantha's boyfriend that she isn't sure she should reveal; and Matt believes he may have a history with Colleen's sister after he meets her for the first time.

When Jen is offered a custom painting as payment from a hot new artist, she is thrilled until she sees the final product. Also, Sophia convinces Matt and Colleen to use her idea for a children's book but it isn't a new concept; Tyler and Clementine advertise their tiny house as a rental property; and John and Joan fall prey to a sleazy IRS scam.

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

When Matt and Colleen treat Jen and Greg to a fancy dinner as a "thank you" for writing a recommendation letter, Jen and Greg are mortified when they realize they never wrote it; Sophia asks Tim and Heather to get her a pig.