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- OverviewSep 27, 2019-May 13, 202020 episodesEpisodes20. Prom May 13, 2020
- Katie confronts a classmate's mom when she suspects Anna-Kat is being bullied at school.
- 19. Vacation! May 6, 2020
- After Anna-Kat's big win with The Wildflower Girls, the Ottos go on a family vacation.
- 18. Senior Prank Apr 22, 2020
- Katy pushes Taylor to lighten up and participate in her school's senior prank.
- 17. All Is Fair in Love and War Reenactment Apr 15, 2020
- Katie encourages Anna-Kat to stand up for herself when dealing with Taylor.
- 16. The Battle for Second Breakfast Apr 1, 2020
- Katie feels like a third wheel at breakfast; Greg struggles with Anna-Kat's newfound independence.
- 15. In My Room Mar 25, 2020
- Katie finds an old piece of furniture in the basement and decides to re-create a past apartment.
- 14. A Very English Scandal Mar 18, 2020
- Oliver goes along with a rumor about his sexual identity to help a classmate feel accepted.
- 13. The Great Cookie Challenge Jan 31, 2020
- Katie is determined to help Anna-Kat win top prize in cookie sales against her fellow troop members.
- 12. Wildflower Girls Jan 24, 2020
- Anna-Kat is invited to join Westport's elite scout troop; Oliver befriends the school recluse.
- 11. One Step Forward, Three Steps Back Jan 17, 2020
- Katie and Greg worry about their busy schedules disrupting the family.
- 10. The Bromance Before Christmas Dec 13, 2019
- Katie looks forward to sharing her favorite childhood Christmas tradition with Taylor.
- 9. Hip to Be Square Nov 29, 2019
- Katie and Greg try to stay connected as a couple; Tripp worries about Taylor going away to college.
- 8. Women in Business Nov 22, 2019
- Katie discovers Chloe's attempts to sabotage her lasagna business.
- 7. Flavor of Westport Nov 15, 2019
- Katie has hopes of growing her lasagna-making endeavor from hobby to serious business venture.
- 6. Girls' Night Out Nov 1, 2019
- With Katie's 40th birthday fast approaching, her self-esteem starts to wane.
- 5. The Maze Oct 25, 2019
- Katie takes Anna-Kat through a terrifying zombie-themed maze at the annual Halloween carnival.
- 4. Lasagna Oct 18, 2019
- Katie's homemade lasagna is a huge hit with the Westport Historical Guild.
- 3. Bigger Kids, Bigger Problems Oct 11, 2019
- Anna-Kat's school lunch lady refuses to make eco-friendly changes in the school cafeteria.
- 2. Bed, Bath & Beyond our Means Oct 4, 2019
- Katie's notoriously elusive boss Whitney pops into town and promotes her.
- 1. The Minivan Sep 27, 2019
- As the Otto family ushers in a new era, Katie and Greg decide to sell the family minivan.
