October 27, 2016 • 21m
In the series opener, we find Jack, a renowned adventure reporter transitioning to the role of a desk bound boss, overseeing a tea...Read more
November 3, 2016 • 21m
Clark, Emma and Mason try to help Jack create a profile of himself for an online dating app after his first attempt is disastrous.
November 10, 2016 • 21m
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 pl...Read more
November 17, 2016 • 21m
The Millennials discover a huge secret about Jack’s love life when they clean out his decades-old storage unit. Also, Clark and Ma...Read more
November 24, 2016 • 21m
Human Resources forbids Jack from giving his staff any feedback at all after he crushes Clark with a brutally honest performance r...Read more
December 1, 2016 • 21m
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. ...Read more
December 8, 2016 • 21m
When Emma quits after being turned down for a raise, Jack and Roland become the magazine’s newest and worst ever social media mana...Read more
December 15, 2016 • 21m
Jack regrets convincing Human Resources to toss out a "no inter-office dating" rule when he needs an excuse to break up with his c...Read more
January 5, 2017 • 21m
Jack tests the Millennials’ survival skills when he takes them camping for the first time and leaves them alone in the woods witho...Read more
January 12, 2017 • 21m
When Mather, the president of the Chicago Adventure Society, accuses Roland of faking the story of the expedition that made his ca...Read more
January 19, 2017 • 21m
Jack tries to reassert his dominance as a reporter after Mason scores an investigative coup that turns him into an overnight celeb...Read more
February 9, 2017 • 21m
When jealousy prompts Jack to insult Brooke’s fiancé, Paul, at the couple’s re-engagement party, he makes things worse by repeated...Read more
February 16, 2017 • 21m
When Jack dates a millennial to avoid commitment, he needs Clark, Emma and Mason’s help to keep up with his new girlfriend, Kaylie...Read more
February 23, 2017 • 21m
Jack desperately begs his co-workers to pretend to be his closest friends at a dinner party after his lack of an inner circle begi...Read more
March 9, 2017 • 21m
When Jack fixates on his relationship with Rachel to the detriment of the magazine and his friends, Eddie and Roland try to break ...Read more
March 27, 2017 • 21m
Jack watches the millennials’ journalistic integrity slip away when they fall under the spell of his nemesis, Aaron Wolf, a former...Read more
March 30, 2017 • 21m
When Jack can’t concentrate because of the millennials’ distracting juvenile behavior, Brooke installs cubicles in the bullpen.
April 6, 2017 • 21m
When Jack takes Brooke’s fiancé, Paul, and Roland out on the town to improve their lukewarm relationship, his plan backfires when ...Read more
April 13, 2017 • 21m
When Jack insults Ricky, the magazine’s I.T. manager, the “techspert” exacts his revenge by leaking office emails that cause the s...Read more
April 27, 2017 • 21m
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. ...Read more
May 1, 2017 • 21m
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.
May 8, 2017 • 21m
At the magazine’s notoriously carnal company retreat, feelings resurface between Jack and Brooke as they work together to help Cla...Read more