Henry Shotwell

Exuberant dreamer Ben Fox (Nat Faxon) returns to his hometown and reunites with his younger sister Kate (Dakota Johnson), an overly responsible single mom raising her five-year-old daughter, Maddie (Maggie Elizabeth Jones). But when he arrives, he finds a sad state of affairs. For the first time in their lives, Kate needs Ben’s help, and he’s determined to bring some much-needed chaos into her stable world. In the series premiere, Kate enlists co-worker BJ (Lucy Punch) to help her prepare for what turns out to be a disastrous first date, while Ben teams up with childhood pal Tommy (Echo Kellum) to stop an ex from getting married.

Ben and Kate discover an unopened envelope from 15 years ago that contains the yearly scavenger hunt their dad used to organize for them when they were kids. The find prompts them to complete the unfinished hunt, but raises old issues of sibling rivalry. Meanwhile, the scavenger hunt takes an unexpected detour for Kate when BJ enlists her to help get belongings back from an old fling.

Kate, the ultimate rule follower, has been lying about where she lives so that Maddie can go to a school in a better district. But when Kate’s scheme starts unraveling and she must come clean with Maddie’s principal (guest star Alan Ruck), Ben tries to teach her the value of facing her fears.

Now that Ben is living with Kate and Maddie, Kate wants Ben to be more responsible and prepared for potential emergencies, where Maddie is concerned. Of course, Ben thinks there isn’t a plan for everything. Meanwhile, Ben’s crazy ex-girlfriend Louise (guest star Lindsay Sloane) makes a surprise visit and BJ might actually be developing real feelings for her boss, bar owner Buddy (guest star Rob Corddry).

Although Ben, BJ and Tommy disapprove, Kate and Will take their relationship to the next level when they go on a romantic camping trip together. Of course, the trip quickly goes awry when some unwelcome guests decide to tag along. Meanwhile, BJ makes it her mission to help Tommy move past his feelings for Kate.