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- Katie and Greg struggle to help the kids accept loss when a family friend suddenly passes away, and as their pet pig Hans Gruber must be returned to his natural habitat.
- When things start to fall apart at the last minute, Katie figures out a new way to make the spring gala a success. Meanwhile, Greg attempts to be a fun dad and winds up adopting a dog while Katie is occupied with the gala.
- Katie ignores Greg's warning and takes Anna-Kat through a terrifying zombie-themed maze at the annual Halloween carnival; Greg enters a pumpkin carving contest.
- Greg's insistence on doing the family's taxes prompts Katie to take matters into her own hands; Oliver and Anna-Kat join forces in an attempt to win a popular radio contest; Taylor finally sees Pierce's true colors.
- Katie is determined to help Anna-Kat win top prize in cookie sales against her fellow troop members, The Wildflower Girls; Oliver's attempt to help a student he befriends through the Teen Help Line center backfires.
- Katie confronts a classmate's mom when she suspects that Anna-Kat is being bullied; Taylor must complete the final item on her life-skills checklist so she can attend her senior prom; a girl on the teen helpline asks Oliver to prom.
- Katie pushes Cooper to share his ambition of becoming a chef with his autocratic father; Greg and Principal Ablin go head-to-head when the election results offer an interesting twist; the Otto family gets a surprise.
- Greg makes big plans to impress his parents when they visit for Thanksgiving, but his vision is shattered when his neighbor Spencer and Katie's mom Kathryn arrive unannounced and nothing goes as intended.
- Katie wants to prove to the Westport moms that she is fully capable of competing at Field Day at Anna-Kat's school, but she ends up taking the competition a little too seriously; Greg enlists Taylor's boyfriend Trip, to help him make the family recipe for chili in a local competition, which makes Taylor and Oliver jealous.
- Katie teams up with Oliver in hopes of growing her lasagna-making endeavor from hobby to serious business venture; a bout of writer's block forces Greg to look at new career opportunities; Greg is pushed out of his comfort zone.
- Katie grows concerned when Anna-Kat is invited to join Westport's elite scout troop; Taylor learns that her Carnegie Mellon interview is scheduled with famous alumnus and Broadway star Brecken Phillips; Oliver befriends the school recluse.
- Katie and Greg dislike Taylor's new boyfriend, so they attempt to use reverse psychology to drive a wedge between them. After Spencer's over-the-top vision for Oliver's first date with a girl from his ballet class bombs, Greg helps Oliver make up for it with a romantic gesture.
- To impress the other moms at school, Katie, Taylor, and Oliver travel to New York to track down Nathan Fillion at a "Firefly" convention so Katie can convince him to attend the school's spring gala.
- With the kids away at the school dance, Katie and Greg look forward to a romantic evening alone; Anna-Kat is crushed when the boy she likes doesn't ask her to the dance; Oliver begins to panic when the town psychic's predictions begin to come true.
- With Katie's 40th birthday fast approaching, her self-esteem starts to wane; Greg encourages her to go out and enjoy a night on the town with the girls, even suggesting she leave her wedding ring behind for a night of silly fun.
- 2016–202121mTV-PG7.9 (139)TV EpisodeKatie looks forward to sharing her favorite Christmas tradition with Taylor, but a surprise visit from her mom threatens her holiday cheer; Greg is blindsided by Katie's good intentions; Oliver and Anna-Kat break a family heirloom.
- The Ottos go on vacation with Anna-Kat's prize: Katie tries for a kid-free day with Greg; Taylor gets conned in Hollywood and Anna-Kat must get them out of trouble; Oliver struggles to get Cooper to comprehend their financial disparities.
- 2016–202121mTV-147.9 (132)TV EpisodeTo celebrate the 100th episode of his podcast, Franklin invites Katie and the family to make guest appearances on his show; Greg asks Lonnie to be his campaign manager to help strengthen his social-media presence.
- Anna-Kat tells her parents that all she wants for her birthday is a chance to walk the three blocks to the library alone. Meanwhile, Greg has a hard time adjusting to the fact that Taylor has a boyfriend, and Katie is annoyed that Oliver's entitled friend Cooper Bradford seems to be spending every waking moment at the Ottos'.
- Katie struggles with Taylor and Anna-Kat's defiance; Greg and Katie help Oliver come to terms with embarrassment after he has a humiliating moment in ballet class.
- Westport is known for its Halloween tradition of leaving an anonymous note and goodies on a neighbor's doorstep--called a "boo." Katie is absolutely giddy when the Ottos receive their first "boo," only to find out that it was put there by accident.
- After feeling unappreciated by Greg and the kids, Katie ditches her family for a day at her favorite hideaway spot and leaves Viv in charge of the household. Viv takes this as an opportunity to see if she really is mom material.
- The Otto youngsters experience struggles in their love lives after jumping into the dating world: Oliver is forced to choose between his girlfriend and his friend Cooper, who come from two different worlds; Greg must play the bad-cop parent to halt the PDA between Taylor and Trip; and Anna-Kat tries to make her relationship with Franklin official without his consent.
- After spending years as a full-time mom, Katie goes back to work as a party planner, which brings new challenges of balancing home and work life.
- Anna-Kat becomes best friends with Chloe Brown Mueller's daughter; Greg encourages Oliver to be honest with his girlfriend and not hide his passion for ballet.
- 2016–202120mTV-PG7.8 (152)TV EpisodeWhen Anna-Kat's school lunch lady refuses to make simple eco-friendly changes in the school cafeteria, Greg puts on a show highlighting the importance of recycling with his friend and fellow environmentalist Bill Doty.
- When Greg hosts a meeting for the Westport Historical Guild to welcome back Stan, Katie's homemade lasagna is a huge hit with the guys; Angela and Doris step in to help Oliver with his Teen Help Line interview.
- Katie's feud with Chloe Brown Mueller is reignited when Oliver discovers Chloe's attempts to sabotage Katie's lasagna business; Anna-Kat and Franklin play matchmaker for Principal Amblin in an attempt to secure more privileges at school.
- Katie and Greg look into activities to keep them connected as a couple; Anna-Kat has her own hurdles to overcome when Franklin shines at square dancing and she fails miserably; Trip struggles with the idea of Taylor going away to college.
- Katie finds old furniture in the basement and tries to recreate her and Greg's first apartment; Greg enjoys an unexpected benefit of being the victim of Lonnie's relentless practical jokes; Doris recruits Oliver as her driver.
- Katie supported Greg to model better behavior for Anna-Kat, and now she must face the consequences of this support. Hans Gruber is still with the Ottos; Anna-Kat is happy but Katie isn't, and Greg hatches a plan to manage him too. Oliver works to ingratiate himself to Spencer enough to become his sole heir, and Katie tries to use another to create distance in their relationship.
- After the passing of their neighbor and friend Spencer, each Otto reacts differently to his will.
- Katie's new job takes up most of her time, so she and Greg try to split up parenting duties. Katie overinvolves herself in Taylor's social life by trying to keep some distance between her and her boyfriend Trip to make sure she is her own person aside from him. Meanwhile, Greg tries to convince Oliver to be honest after overhearing Oliver lie to his friends about his less-than-luxurious summer vacation.
- Katie is upset to discover that the Ottos' pin-code spells out Greg's ex's name; the kids experience trouble in their love lives.
- Katie begins to miss the spontaneity and unpredictability of being young and in love; Kathryn's plan to soothe Oliver's heartbreak backfires when she tracks down an old boyfriend and he is not as she remembers.
- Katie feels left out when Greg becomes fast friends with the newest member of the Westport Historical Guild; Oliver fears that Cooper is ditching him when he sees on social media that he lied about his weekend plans.
- As the Otto family ushers in a new era, Katie and Greg make the emotional decision to sell the family minivan; Oliver suffers a setback that forces him to rethink how to accomplish his goals.
- 2016–202121mTV-PG7.7 (146)TV EpisodeKatie's life is turned upside-down when her notoriously-elusive boss Whitney pops into town and promotes her; a colleague's death pushes Greg toward an existential crisis.
- 2016–202121mTV-PG7.7 (125)TV EpisodeKatie and Greg worry that their busy schedules are disrupting their family; Oliver fields a disturbing call at the Teen Help Line center.
- Against Greg's wishes, Katie sets out to play matchmaker for British Greg; Oliver goes along with a rumor at school about his sexual identity to help a classmate feel accepted; Anna-Kat considers throwing out her childhood toys.
- Against Greg's better judgment, Katy pushes Taylor to lighten up and participate in her school's senior prank; Anna-Kat asks Oliver to give Franklin a makeover so he won't embarrass himself at a classmate's party.
- Katie and Greg throw themselves into PTA politics when they learn that Anna-Kat's special needs teacher, Dr. Ellie, has been cut from the school budget. Greg gets elected to the PTA, but Katie may not be able to keep her mouth in check long enough to win the votes they need.
- Katie ambushes Oliver with a surprise birthday party.
- Katie and Greg are thrilled that Anna-Kat has a play-date, until they learn that she's a budding kleptomaniac.
- Katie and Greg enjoy a night on the town with Angela's ex after she helps Greg land a book deal, but Angela's ex soon accuses Katie of being a bad friend.
- Katie is worried that the launch of Greg's new book might go poorly, so she enlists Angela and Doris to write positive reviews of the book online to boost his confidence. When the book unexpectedly does exceedingly well, Greg buys a new car without consulting Katie.
- Taylor enlists Oliver to help her carry out a scheme so she can ditch her less-cool friend Ellen and go to a concert with her "blondetourage." Meanwhile, Katie is so devastated that Anna-Kat doesn't need her as much anymore, that she makes poor and desperate parenting decisions.
- Katie takes Oliver out of school for a day after he has a meltdown over something minor; Anna-Kat takes Greg to the park to help him make new friends.
- Katie enlists Angela's legal help to convince Chloe Brown Mueller to sign off on the venue for the Spring Gala, but Angela ends up cozying up to Chloe instead.
- After the previous "fattest housewife" in Westport gets plastic surgery to lose weight, Chloe Brown Mueller rubs in Katie's face that Katie has now assumed that title. To get revenge on Chloe, Katie goes through great lengths to dig up bad photos of her from high school. Discussing body image with the kids, Katie and her mother Kathryn turn out to be bad influences on Anna-Kat and Taylor, unintentionally encouraging them to focus too much on outward appearance. Over time, Katie realizes how judgmental she has become and that she is part of the problem.
- Katie convinces a hot young trophy wife to volunteer as room mom for Anna-Kat's class; Greg enlists the kids' help to get Katie's mom to take an interest in someone other than herself.
- Katie encourages Greg to splurge on an overnight getaway; Oliver's attempt at a rebellious streak ends in disaster; Taylor comes to the realization that she needs to step up and be a better big sister.
- When Katie forgets Greg's birthday, she attempts to make up for it by pulling together a last-minute dinner party.
- To avoid buying Anna-Kat a cellphone, Katie makes a pact with the girls that she and Taylor can go an entire day without using their phones; disappointed with Greg's advice, Oliver seeks guidance from an old friend.
- When Katie gets sick, Greg enlists Kathryn's help in taking care of the kids; Taylor gets a taste of her own medicine when she tries to help an unruly Katie.
- Fearing that she's spending too much time at the office, Katie volunteers to chaperone Anna-Kat's school field trip; Greg takes a creative approach to parenting when he catches Taylor and Oliver in a lie.
- 2016–2021TV-PG7.6 (123)TV EpisodeKatie encourages Anna-Kat to stand up for herself when dealing with Taylor; Oliver feels left out when Greg invites Lonnie, Trip, and Franklin to join him at a reenactment of the Battle of Westport.
- Katie reluctantly competes in the Westport Halloween "Zombie Run", while Greg and Anna-Kat get a little too much in character for the "zombie" part of the run.
- When Anna-Kat draws a super plus-sized portrait of Katie for the school art show, Katie sets out to retrieve it. Meanwhile, with Katie away, Doris is left in charge of Oliver and Taylor, and is determined to whip them into shape with her Tiger Mom skills.
- Katie's holiday spirit is soured when Viv corners her into helping out with the school Christmas pageant. Greg, determined to teach Taylor and Oliver the true meaning of Christmas, takes them to a local nursing home to cheer up the residents.
- A snowstorm leaves the Ottos stranded.
- Greg befriends a fellow history buff who happens to be married to Katie's nemesis.
- Greg's over-the-top gestures derail Katie's plans for a low-key Valentine's Day; Oliver gets an expensive gift for his crush; Taylor tries to outsmart her parents to attend a party.
- Katie encourages Viv to stand up to her boorish husband Alan, but Viv succeeds and decides to leave him--and move in with the Ottos.
- Anna-Kat is scared to take a bath for fear of drowning, and Katie is scared of the moms judging her body if they go swimming together at the club pool. Meanwhile, Taylor must stand up to Doris for expecting her to babysit; and Oliver teaches Greg a little about style.
- Katie's efforts to get more time for herself backfire when she is forced to mend fences with the Westport moms by volunteering to run the school's spring gala. Meanwhile, Oliver proves to Katie that his passion for ballet is genuine, inspiring her to confront his belittling teacher and stick up for him.
- Katie knows terrible ideas when she hears them, and she knows how to shut things down. When Anna-Kat gives feedback to a little boy, Katie and Greg recognize the harsh negativity as a mirror of Katie. The Ottos work on supporting loved ones' ideas. Greg wants to roast a pig while wearing a tank top, as he saw Anthony Bourdain do on TV. Katie wants to pitch "Beach Blanket Bingo" as the gala's theme. The kids pay attention and apply the concept of supporting loved ones' ideas, but Tara amps up the animosity towards Katie.
- Katie and Greg struggle to resist the urge to micromanage as their children navigate life choices such as managing homework, picking out friends, and landing first jobs.
- When Katie starts her day in a bad mood, the Ottos come together to cheer her up; but in an alternate reality and in a different sweater, Katie starts her day in a good mood and the family comes together to cheer up Greg.
- Anna-Kat runs for the Green Chair position in the school election against Chloe Brown Mueller's daughter, which results in Katie and Chloe turning their kids' election into their own feud.
- When Taylor decides she wants to go to a Halloween party, Greg and Katie disagree on whether they can trust her; Oliver and Cooper anxiously try to prepare to play Seven Minutes in Heaven with their dates at a separate Halloween event; a pregnant Viv follows Katie around, trying to get help preparing for her baby's arrival.
- Katie strives to keep her long-separated parents apart when her father arrives in time to surprise the family for Christmas; Anna-Kat tries to help Trip win Taylor back.
- Katie plans a "friend date" in hopes of reconnecting with Taylor; Greg attends self-help seminar with Oliver; Anna-Kat takes extreme measures to secure her place as Katie's favorite child.
- 2016–2021TV-PG7.5 (125)TV EpisodeKatie begins to feel like a third wheel when breakfast talk starts revolving solely around Angela and Doris' new relationships; Greg struggles with Anna-Kat's newfound independence; Taylor and Oliver are horrified by an embarrassing photo.
- Katie's mother shows up for Thanksgiving.
- Oliver takes dancing and manners classes in hopes of getting the girl he likes to go to the Westport Cotillion with him, and asks for his dad's help in keeping it secret from Katie.
- Katie starts acting like the other Westport moms just to get Anna-Kat an invitation to a popular girl's birthday party.
- The Ottos' house is put up for sale.
- Katie is fed up with the family complaining about her meddling in everything they do, so she decides to back off and let everyone fend for themselves. Meanwhile, incensed that she got sold defective trash bags at the local grocery story, Katie decides to fight back.
- Greg Otto has a motto: "Never quit." Greg challenges Katie and daughter Taylor to live by the motto despite their desires to quit. Meanwhile Oliver's vision board causes speculation.
- Katie has been avoiding the mandatory volunteer hours at her kids' schools all year. But when the other moms pressure her, she hits on a genius excuse after wearing a fake pregnancy "empathy" bump leads everyone to think she is pregnant.
- When Doris goes into labor and Katie heads to the hospital to be with her, the Ottos struggle to be in the same place at the same time in order to open their Christmas presents together. Meanwhile, Taylor coaches Oliver on the best way to ask out a crush.
- Katie fails to get donations on her terms and enlists Oliver's help to bribe the families in Westport to donate great items for the spring gala. Meanwhile, Greg takes his daughters to a Revolutionary War reenactment.
- Greg and Katie get to to meet new a new couple that have no kids; Anna-Kat convinces her siblings to help her with a project that is more gruesome than she anticipated.
- On Katie's day off, Kathryn drops by and drives a wedge between mother and daughters. Meanwhile, Katie could be the cause of Oliver's suspension from school.
- Katie panics when Greg is hit with a bout of baby fever; Taylor tricks Oliver into helping her when Luther eats an expensive pair of earrings.
- Katie is stunned to learn that Taylor's boyfriend Trip has been spending the night; Greg is forced to separate the kids when Anna-Kat and Franklin both come down with mono; Cooper starts to feel neglected.
- Katie and Greg test Kathryn to see if she would make a good guardian for Anna-Kat in the unlikely event something should happen to them; after tracking down J.D.'s potential egg donors, Tami and Katie scheme to learn more about them.
- 2016–2021TV-147.4 (118)TV EpisodeKatie plays matchmaker by impersonating Oliver on his social media account to win over a girl; Lonnie helps Greg dig up dirt on his political rival.
- Exhausted Katie tries to juggle her kids, school, and a sick husband.
- When Anna-Kat brings home a lice infestation, Katie uses it to force bonding time with Taylor. Greg attempts to bond with Oliver by camping in the backyard, but becomes concerned when Oliver keeps ditching their campout to be with their sleazy new neighbor Spencer.
- Greg enlists Oliver and Anna-Kat's help to drum up new recruits for the Westport Historical Guild; Katie does her best to support Taylor's dreams of becoming the next "American Idol."
- When Doris insists that Katie attend the charity polo match she's organizing, Katie invites her crass best friend from college, Billy, to inject some life into the festivities.
- Katie becomes overbearing and controlling; Franklin challenges an older boy to a duel in an effort to win back Anna-Kat's affections.
- 2016–202121mTV-147.2 (123)TV EpisodeWith Anna-Kat and Franklin home sick, Katie seizes the opportunity to use them as the backdrop for her mommy vlog; Greg becomes suspicious when Taylor's first college paper comes back with an A; Cooper helps Oliver renovate the basement.
- Katie goes overboard in her efforts to help J.D. become a father; Greg worries that Taylor might be a political liability to him after she has a brush with the law.
- Katie goes to great lengths to appease Principal Ablin in order to ensure that Taylor graduates; Greg finishes writing the final chapter of Lonnie's book; Oliver is devastated to learn that Cooper's family will be moving out of Westport.
- When Katie's mentor and dear friend Tami moves to Westport, Katie wastes no time introducing her to her vlog viewers; Taylor discovers that Greg has been keeping an entertaining secret.
- Katie Otto tries to raise her imperfect family in the 'perfect' town of Westport, Connecticut.
- Katie pushes Anna-Kat and Franklin to try an activity outside their comfort zone; Oliver is convinced that taking performance-enhancing drugs will help him ace his SATs; Taylor starts to wonder if Trip is the right guy for her.
- Greg ropes Katie into a double date with Principal Ablin and Maria in an attempt to further his political aspirations; Anna-Kat's popularity at school proves to be overwhelming.
- Katie and Tami make fast friends with J.D., a luxury hotel manager whose promise of access to complimentary hotel rooms around the world sounds incredibly enticing.
- Frustrated by the lack of appreciation for all she does, Katie decides to leave her family to fend for themselves.