Air date: 2021-09-17

Runtime: 25 min

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.

Air date: 2021-09-17

Runtime: 25 min

Diane studies for a corporate test while Daniel moves in with her and begins job hunting, leading to some unfortunate encounters with city wildlife.

Air date: 2021-09-17

Runtime: 24 min

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.

Air date: 2021-09-17

Runtime: 24 min

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.

Air date: 2021-09-17

Runtime: 25 min

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.

Air date: 2021-09-17

Runtime: 23 min

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.

Air date: 2021-09-17

Runtime: 25 min

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.

Air date: 2021-09-17

Runtime: 25 min

On Christmas Eve, everyone has plans that don't involve Diane — until a glitchy voicemail has her panicked family searching hospitals to find her.

Air date: 2022-12-30

Runtime: 25 min

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.

Air date: 2022-12-30

Runtime: 25 min

Diane must wear a court-ordered breathalyzer bracelet, but it jeopardizes her living out one of her biggest dreams. Daniel's boss loses control.

Air date: 2022-12-30

Runtime: 26 min

Diane uses a dating app and matches with someone she least expected. Daniel starts seeing a professional baseball player for the Chicago Cubs.

Air date: 2022-12-30

Runtime: 24 min

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.

Air date: 2022-12-30

Runtime: 25 min

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.

Air date: 2022-12-30

Runtime: 24 min

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.

Air date: 2022-12-30

Runtime: 25 min

Diane partners with Gideon to sell homemade lotion but its secret ingredient proves costly. Bonnie wants to return to work as an event planner.

Air date: 2022-12-30

Runtime: 29 min

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.