Season 1
16 episodes · Sep 17, 2021
Season Videos
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S1E1Chicago Party Aunt
Sep 17, 202125mAfter one late night too many, Diane worries she’s out of step with the times but vows to school her nephew in living life.
S1E2Helicopter Aunt
Sep 17, 202125mDiane studies for a corporate test while Daniel moves in with her and begins job hunting, leading to some unfortunate encounters with city wildlife.
S1E3Ribs for Her Pleasure
Sep 17, 202124mAn 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.
S1E4Tailgate Jailgate
Sep 17, 202124mDiane 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.
S1E5Halloweener Circle
Sep 17, 202125mHoping 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.
S1E6Twenty-Six Point Tattoo
Sep 17, 202123mMark 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.
S1E7The Beefys
Sep 17, 202125mDiane 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.
S1E8Emergency Contact
Sep 17, 202125mOn Christmas Eve, everyone has plans that don't involve Diane — until a glitchy voicemail has her panicked family searching hospitals to find her.
S1E9Doppel Änger
Dec 30, 202225mDiane 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.
S1E10St. Patrick's Day
Dec 30, 202225mDiane must wear a court-ordered breathalyzer bracelet, but it jeopardizes her living out one of her biggest dreams. Daniel's boss loses control.
S1E11Go Scratch
Dec 30, 202226mDiane uses a dating app and matches with someone she least expected. Daniel starts seeing a professional baseball player for the Chicago Cubs.
S1E12Swing and a Ms.
Dec 30, 202224mDaniel 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.
S1E13Empire State of Mind
Dec 30, 202225mDiane 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.
S1E14Tits Up, Tits Out
Dec 30, 202224mDiane 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.
S1E15Breaking Balm
Dec 30, 202225mDiane partners with Gideon to sell homemade lotion but its secret ingredient proves costly. Bonnie wants to return to work as an event planner.
S1E16Lotion Commotion
Dec 30, 202229mGideon wants to take their lotion global, but Diane has second thoughts. Mark and Bonnie have financial trouble and may need to sell the condo.