After one late night too many, Diane worries she’s out of step with the times but vows to school her nephew in living life.
EP2 Helicopter AuntSep 17, 2021
Diane studies for a corporate test while Daniel moves in with her and begins job hunting, leading to some unfortunate encounters with city wildlife.
EP3 Ribs for Her PleasureSep 17, 2021
An unwanted senior citizen discount at Ribfest sends Diane on a quest to reassert her youth that runs into just one problem: she's getting older.
EP4 Tailgate JailgateSep 17, 2021
Diane and Bonnie's parents, Big Lou and Peg, fly in to tailgate at a Bears-Packers game, where a longstanding feud between rival families is reignited.
EP5 Halloweener CircleSep 17, 2021
Hoping to score his first kiss, Daniel suits up for the Halloween costume party at Roscoe's Tavern, where Diane blabs a big secret about Gideon.
EP6 Twenty-Six Point TattooSep 17, 2021
Mark overhears Bonnie saying he won't go the distance in the Chicago Marathon. Daniel is delayed in meeting the CEO of Kreativ Jus at the finish line.
EP7 The BeefysSep 17, 2021
Diane is thrilled to see the '85 Bears re-create the Super Bowl Shuffle at the Beefy Awards, but her son, Mikey, plans a dinner party for the same night.
EP8 Emergency ContactSep 17, 2021
On Christmas Eve, everyone has plans that don't involve Diane — until a glitchy voicemail has her panicked family searching hospitals to find her.
EP9 Doppel ÄngerDec 30, 2022
Diane seems to find a kindred soul in a new neighbor. Bonnie and Mark want to have a new baby, while Daniel is shocked while taking an art class.
EP10 St. Patrick's DayDec 30, 2022
Diane must wear a court-ordered breathalyzer bracelet, but it jeopardizes her living out one of her biggest dreams. Daniel's boss loses control.
EP11 Go ScratchDec 30, 2022
Diane uses a dating app and matches with someone she least expected. Daniel starts seeing a professional baseball player for the Chicago Cubs.
EP12 Swing and a Ms.Dec 30, 2022
Daniel doesn't want his Aunt Diane to know who he's dating because he fears what she may do. Diane tries dating a nice guy, for once.
EP13 Empire State of MindDec 30, 2022
Diane tries to find a way to cheer Daniel up, but they then get into a big fight. Mark goes to stay with Diane after he and Bonnie argue.
EP14 Tits Up, Tits OutDec 30, 2022
Diane wins a free mammogram and needs to see a specialist after the results, so Bonnie helps out. Daniel tries to overcome his anxiety over driving.
EP15 Breaking BalmDec 30, 2022
Diane partners with Gideon to sell homemade lotion but its secret ingredient proves costly. Bonnie wants to return to work as an event planner.
EP16 Lotion CommotionDec 30, 2022
Gideon wants to take their lotion global, but Diane has second thoughts. Mark and Bonnie have financial trouble and may need to sell the condo.