Original air date: 10/27/2016 Runtime: 21:33 min. Joel McHale stars as Jack, a renowned adventure reporter for an outdoor magazine who must adapt to the times when he becomes the new desk-bound boss to a group of millennials in the digital department of the publication, on the series premiere of the new comedy.
Original air date: 11/10/2016 Runtime: 21:21 min. Jack faces the ultimate test of his survival skills when he's forced to crash at Clark's tiny apartment while he searches for a place of his own. Also, Roland sticks Brooke with telling the millennials their beloved office perks are being taken away due to budget cuts.
Original air date: 11/24/2016 Runtime: 20:55 min. Human Resources forbids Jack from giving his staff any feedback at all after he crushes Clark with a brutally honest performance review. Also, Emma and Mason call out Brooke for being politically incorrect when they try to help her hire a diverse intern.
Original air date: 12/01/2016 Runtime: 21:29 min. When Jack is clueless about how to help Eddie through the pain of his divorce, Brooke steps up to be Eddie's interim best friend. Also, a colossal secret comes out when Clark, Emma and Mason battle each other in a fitness tracker challenge to win concert tickets.
Original air date: 12/15/2016 Runtime: 21:06 min. Jack regrets convincing Human Resources to toss out a "no inter-office dating" rule when he needs an excuse to break up with his co-worker, Amy (Jessica Makinson). Also, Mason closes in on uncovering Jack and Brooke's romantic history.
Original air date: 01/12/2017 Runtime: 21:11 min. When Mather (Barry Bostwick), the president of the Chicago Adventure Society, accuses Roland of faking the story of the expedition that made his career, Jack, Brooke and the millennials team up to clear his name. Also, Clark is dumbfounded when he notices that Jack seeks Mather's approval the same way he seeks Jack's.
Original air date: 01/19/2017 Runtime: 21:21 min. Jack tries to reassert his dominance as a reporter after Mason scores an investigative coup that turns him into an overnight celebrity. Also, Clark's low self-esteem causes him to give Emma relationship advice about other guys instead of asking her out himself.
Original air date: 02/09/2017 Runtime: 20:19 min. When jealousy prompts Jack to insult Brooke’s fiancé, Paul (Andrew Leeds), at the couple's re-engagement party, he makes things worse by repeatedly botching his apology. Also, the millennials squabble over their job hierarchy when they can’t decide who should take point on creating a slideshow for the party.
Original air date: 02/23/2017 Runtime: 21:29 min. Jack desperately begs his co-workers to pretend to be his closest friends at a dinner party after his lack of an inner circle begins to concern his girlfriend, Rachel (Maggie Lawson). However, he soon regrets asking for their help after they all behave awkwardly in her presence.
Original air date: 03/09/2017 Runtime: 21:29 min. When Jack fixates on his relationship with Rachel (Maggie Lawson) to the detriment of the magazine and his friends, Eddie and Roland try to break him of his obsession habit. Also, as Jack's work suffers, Clark steps up to lead the staff and displays a surprising amount of self-confidence.
Original air date: 03/27/2017 Runtime: 21:13 min. Jack watches the millennials' journalistic integrity slip away when they fall under the spell of his nemesis, Aaron Wolf (Chris D'Elia), a former magazine staffer turned famous outdoor reality TV host who returns to guest edit the magazine.
Original air date: 04/27/2017 Runtime: 21:25 min. Jack sets up a double date to get Eddie out of a post-divorce rut, but the night gets awkward when they run into Denise (Essence Atkins), Eddie's ex-wife. Also, when Emma decides to breakup with her boyfriend, Greg (Andy Ridings), Clark is torn between making a move on her and salvaging his friendship with Greg.
Original air date: 05/08/2017 Runtime: 21:33 min. At the magazine's notoriously carnal company retreat, feelings resurface between Jack and Brooke as they work together to help Clark finally hook up with Emma - the same way they did five years ago. Also, Roland asks Jack to lead the staff in his absence after he accepts a once-in-a-lifetime opportunity to return to field reporting.