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.

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 and Vanessa - tired of being the last people on Earth not to have seen "Hamilton" - go on a desperate quest to get tickets in time for Lin Manuel Miranda's last performance.

Jill is pushed to get a drivers license. Brooke celebrates the opening of her store.

A doorman strike turns the Upper East Side into a warzone. During a Valentine's Day dinner at Candace's, Jill joins the picket line and Andy inadvertently becomes a scab, while Lex and Brooke take a big step in their relationship.

Jill, Andy, and Vanessa all individually struggle with getting older. Lex and Brooke take Jill and Andy out for an enlightening "Dinner in the Dark."

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.