At Brooke and Lex's vow-renewal ceremony, Jill struggles with telling Brooke that her idol and wedding officiator, Joy Green (Molly Ringwald), is actually a monster.

Things go from great to gruesome when Jill, Andy, and the kids drive to a party in the Hamptons and get stuck in a traffic jam where Jill has a run-in with Brooke's idol, Joy Green (Molly Ringwald), author of The Joy Manifesto. Lex gets an enticing offer for Brooke's company, but Brooke has other ideas.

Age issues plague Jill, Andy and Vanessa. Also, Jill and Andy head to a "Dinner in the Dark" with Lex and Brooke.

Doormen go on strike, transforming the Upper East Side into a war zone. Meanwhile, Jill and Andy have a Valentine's Day dinner, where they pick sides in the strike, and Lex and Brooke take a big step in their relationship.

A blizzard blows into town, bringing Jill and Andy together with a seemingly perfect family. Drew Barrymore and John Hodgman guest star.

Jill and Andy seek advice from a child psychologist (Meredith Vieira) about Miles. Meanwhile, Jill and Vanessa have a friendship crisis over "Game of Thrones."

Jill reluctantly learns to drive with help from an attractive and seemingly perfect instructor. Meanwhile, Brooke's store opening draws near as she must decide whether to invite Lex.

Jill and Vanessa go on a desperate quest to score tickets for the show "Hamilton" before star Lin-Manuel Miranda's last performance.

It's Yom Kippur and Jill's parents come to town -- to atone, and to take care of a matter of life and death.

Jill dips her toe back in the work world by visiting the fashion magazine where she used to work. But her excitement at being welcomed back with open arms is short-lived.