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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.
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Now playingSeason 1, Episode 1

Watching1. Pilot
21mIn 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 for decides to go to a web only publication.

2. Dating Apps
21mClark, Emma and Mason try to help Jack create a profile of himself for an online dating app after his first attempt is disastrous.

3. Step One: Shelter
21mJack 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.

4. You Don't Know Jack
21mThe 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.

5. No Bad Ideas
21mHuman 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.

6. Going Deep
21mWhen 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.

7. @emma
21mWhen 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 as “magic-themed.”

8. Office Romance
21mJack 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 history.

9. The Mediocre Outdoors
21mJack tests the Millennials’ survival skills when he takes them camping for the first time and leaves them alone in the woods without their smartphones.

10. The Explorers' Club
21mWhen 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 is dumbfounded when he notices that Jack seeks Mather’s approval the same way he seeks Jack’s,

11. Mason Blows Up
21mJack 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.

12. Paul's Surprise
21mWhen 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 who should take point on creating a slideshow for the party.

13. DTR
21mWhen 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.

14. Friends Like These
21mJack 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.

15. Relationship Jack
21mWhen 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 up to lead the staff and displays a surprising amount of self-confidence.

16. Aaron Wolf
21mJack 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 magazine.

17. Cubicles
21mWhen Jack can’t concentrate because of the millennials’ distracting juvenile behavior, Brooke installs cubicles in the bullpen.

18. Party Paul
21mWhen 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.

19. Ricky Leaks
21mWhen 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.

20. The Heartbreaker
21mJack 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, Clark is torn between making a move on her and salvaging his friendship with Greg.

21. Roland's Secret
21mJack 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.

22. The Company Retreat
21mAt 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.