Jill dips her toe back into the work world by paying a visit to the fashion magazine where she used to work, but she is not opened back with open arms.

Jill's parents come to town to celebrate Yom Kippur and to take care of a matter of life and death.

Fed up with being the last people on Earth not to have seen "Hamilton," Jill and Vanessa take part in a desperate quest to get tickets in time for actor Lin-Manuel Miranda's last performance.

At Andy's insistence, Jill reluctantly learns to drive with the help of a cute instructor who isn't as perfect as he appears. As Brooke's flagship store opening approaches, she must decide whether or not to invite Lex.

Miles' behavioral issues cause Jill and Andy to seek advice from a child psychologist, who is eager to shift her focus from Miles to Jill and Andy. Meanwhile, Jill and Vanessa have a friendship crisis over Game of Thrones.

During a historic blizzard, Jill and Andy find the family of their dreams - Meredith and Brad, and their three kids - without even leaving their apartment building. Meredith's as irreverent as Jill, Brad's as unpretentious as Andy, and their kids get along like a house on fire. It's a perfect match. Until it's not...

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."

Brooke and Lex have a vow-renewal ceremony, where Jill struggles to tell Brooke that her idol, Joy Green, is a complete and utter monster. The Season 2 finale.