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.
Clark, Emma and Mason must intervene when Jack decides to try online dating and creates the worst profile ever for himself.
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.
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.
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.
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.
Joel McHale
Jack
Christopher Mintz-Plasse
Clark
Susannah Fielding
Brooke
Chris Williams
Eddie
Christine Ko
Emma