Nan meets Eric, (guest star Timothy Odmundson) an attractive dog owner who appears to be the older, more successful version of Jason, and enlists his help with Martin, secretly hoping to score a date. But when Martin spends time with Eric's well-trained dog, it thrusts Martin into a crisis of self-confidence.
Nan's long-anticipated national campaign is hours away from launching in Times Square on the Jumbotron, when she discovers an algorithm has been flipped, and instead of blocking penis photos from the photo feed it will choose them. Meanwhile, Martin decides to reduce Nan's stress by taking out his sworn enemy, Pepper.
Nan decides to take a vacation, and on the way, stops by her estranged father's place in the country, where she discovers he's selling the family home. While Nan tries to pack up some childhood treasures, Dad takes Martin for a walk — but Martin, runs off into the woods, hoping to prove he's wild and free like a wolf.