S01E01 Pilot
In the series opener, we find Jack, a renowned adventure reporter transitioning to the role of a desk bound boss, overseeing a team of twentysomething journalists, after the founder of an outdoor magazine he works...
The Great Indoors
S01E21: Roland's Secret
Jack gets caught up in Roland and Brooke’s family drama when they both enlist his help to keep bombshells about their love lives from each other.
Overview
An adventure reporter must adapt to the times when he becomes the boss to a group of millennials in the digital department of the magazine.
Episodes
S01E02 Dating Apps
Clark, Emma and Mason try to help Jack create a profile of himself for an online dating app after his first attempt is disastrous.
S01E03 Step One: Shelter
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...
S01E04 You Don't Know Jack
The Millennials discover a huge secret about Jack’s love life when they clean out his decades-old storage unit. Also, Clark and Mason use Jack’s memorabilia to throw an epic ‘90s-themed party at Eddie’s bar.
S01E05 No Bad Ideas
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...
S01E06 Going Deep
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...
S01E07 @emma
When Emma quits after being turned down for a raise, Jack and Roland become the magazine’s newest and worst ever social media managers. Also, in a misguided attempt to boost business, Eddie re-brands his bar...
S01E08 Office Romance
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. Also, Mason closes in on uncovering Jack and Brooke's romantic...
S01E09 The Mediocre Outdoors
Jack tests the Millennials’ survival skills when he takes them camping for the first time and leaves them alone in the woods without their smartphones.
S01E10 The Explorers' Club
When Mather, 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...
S01E11 Mason Blows Up
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...
S01E12 Paul's Surprise
When jealousy prompts Jack to insult Brooke’s fiancé, Paul, 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...
S01E13 DTR
When Jack dates a millennial to avoid commitment, he needs Clark, Emma and Mason’s help to keep up with his new girlfriend, Kaylie, and her exhausting lifestyle.
S01E14 Friends Like These
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.
S01E15 Relationship Jack
When Jack fixates on his relationship with Rachel 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...
S01E16 Aaron Wolf
Jack watches the millennials’ journalistic integrity slip away when they fall under the spell of his nemesis, Aaron Wolf, a former magazine staffer turned famous outdoor reality TV host who returns to guest edit the...
S01E17 Cubicles
When Jack can’t concentrate because of the millennials’ distracting juvenile behavior, Brooke installs cubicles in the bullpen.
S01E18 Party Paul
When Jack takes Brooke’s fiancé, Paul, and Roland out on the town to improve their lukewarm relationship, his plan backfires when Paul gets tipsy and goes missing.
S01E19 Ricky Leaks
When Jack insults Ricky, the magazine’s I.T. manager, the “techspert” exacts his revenge by leaking office emails that cause the staff to turn on each other.
S01E20 The Heartbreaker
Jack sets up a double date to get Eddie out of a post-divorce rut, but the night gets awkward when they run into Eddie’s ex-wife. Also, when Emma decides to breakup with her boyfriend, Greg,...
S01E21 Roland's Secret
Jack gets caught up in Roland and Brooke’s family drama when they both enlist his help to keep bombshells about their love lives from each other.
S01E22 The Company Retreat
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,...
Cast
Joel McHale
Ashley Jack Gordon
Stephen Fry
Roland
Susannah Fielding
Brooke
Christopher Mintz-Plasse
Clark Roberts
Shaun Brown
Mason
Christine Ko
Emma Cho
Chris Williams
Eddie
