The series charts a group of siblings and their companions as they tentatively venture beyond the familiar, pushing at the edges of their own limitations.

Ben finds himself finally settled in at Kate’s house. Simultaneously, Kate has been fabricating details about her address in order to secure Maddie a place in a more desirable school district. However, when this deception unravels, she is f…

A forgotten envelope, unopened for fifteen years, surfaced in Ben and Kate’s belongings. Inside lay the remnants of a yearly scavenger hunt their father had orchestrated during their childhood. The discovery sparked a desire to finish the u…

Ben’s decision to throw a birthday celebration for Kate, despite her protests, quickly shifts her mood. Frustration gives way to a surprising thrill when she learns Ben has invited Molly, a spirited acquaintance from their high school days.…

Having welcomed Ben into their home, Kate finds herself increasingly concerned with his preparedness for unforeseen circumstances, particularly as they relate to Maddie's well-being. Ben, however, maintains a skeptical view of comprehensive…

An invitation to the Halloween party of her alluring neighbor prompts BJ to encourage Kate to shed her usual demeanor and embrace a completely different persona for the evening. Elsewhere, Ben and Tommy resolve to remain home, distributing …

As Career Day approaches at Maddie’s school, Ben is determined to secure a real job, driven by a desire to earn his niece's approval. Elsewhere, Kate finds herself unexpectedly drawn to her neighbor, Will. And BJ faces a sharp reaction from…

As Thanksgiving approaches, Will (guest star Geoff Stults) urges Kate to attend their high school reunion, a chance to confront Anna (guest star Amber Stevens) about the enduring sting of a childhood nickname. Simultaneously, amidst the fes…

Kate finds herself increasingly distant when Will contorts his face while playing guitar with his cover band; the display undermines her ability to respect him. Elsewhere, Tommy secures Ben a position at the country club, a move that soon p…

Despite the reservations of Ben, BJ, and Tommy, Kate and Will deepen their connection with a romantic camping excursion. However, their idyllic getaway is soon disrupted by unexpected visitors. Concurrently, BJ dedicates herself to helping …

Maddie’s disappointment at failing the entrance exam for the gifted program casts her into the orbit of "The B-Squad." Kate, burdened by guilt over Maddie’s setback, resolves to rectify the situation, orchestrating an experience for the gro…

Tommy, after some anticipation, introduced Lila, his new girlfriend, to the group. The initial meeting, however, proved a little awkward when Kate suggested they spend some time getting acquainted. Elsewhere, Ben continued to develop his am…

Ben is furthering his vision for the "Rail Mall" with his new partner, Vera, but he grows uneasy as she brings in additional people to assist with the project's growth. Separately, Kate learns that Will has been seeing someone since their s…