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 up to lead the staff and displays a surprising amount of self-confidence.
A renowned adventure reporter, who has spent his life exploring the edges of the earth, is now taking a desk job in the digital department of the magazine. He must adapt to the times and his new world. He's struggling to grasp the lingo of online click-bait and listicles, but his real challenge is in understanding his staff of millenials who write about the great outdoors but never actually set foot outside.