Episode 2
Margaret Turns 65
October 5, 2018
Episode 3
A Date with Destiny
October 12, 2018
Episode 4
Sid Comes Out
October 19, 2018
Episode 5
The Cool Kids Rig an Election
November 2, 2018
Episode 6
TV Heist
November 9, 2018
Episode 7
Thanksgiving at Murray’s
November 16, 2018
Episode 8
Hank the Cradle Robber
December 7, 2018
Episode 9
Margaret Dates the Zodiac Killer
December 14, 2018
Episode 10
Funeral Crashers
January 4, 2019
Episode 11
Charlie's Angel
January 11, 2019
Episode 12
Margaret Jr.
February 1, 2019
Episode 13
Sid's First Relationship
February 22, 2019
Episode 14
The Cool Kids Plus One
March 1, 2019
Episode 16
The Cool Kids Un-Retire
March 15, 2019
Episode 17
Margaret Ups Her Game
March 22, 2019
Episode 18
Sid's Ex-Wife
March 29, 2019
Episode 19
Kip Samgood's Biggest Fan
April 5, 2019
Episode 20
Indecent Proposal
April 19, 2019
Episode 22
The Friend-aversary
May 10, 2019