A year later, Darby's life and career feel stagnant. When sparks fly with Bradley, her former boss who's recently divorced and highly successful, Darby feels pressure to revisit her half-baked dream of becoming a photographer, but soon gets swept up into girlfriend duties instead.

Feeling empowered after her experience with Danny, Darby embarks on a noncommittal hookup bender, until she falls for up-and-coming chef Magnus. The new couple seem to be a fairytale match until Darby scores a career win while Magnus faces a setback.

It's 2016 and Darby's now hitched. As her marriage becomes increasingly distant, Darby reconnects with someone from her past who's determined to make amends for his callous behavior. Meanwhile, Sara and Jim struggle to reconcile their paradoxical visions for the future.

When Darby has a medical scare, her overbearing mom, Claudia, comes to town to help. As mother-daughter tensions rise, we learn that Claudia's past relationship struggles may have rubbed off on Darby. Despite their differences, the two try their best to connect.

Now an overextended gallery owner, Darby relishes some much-needed alone time during a friend's New Year's Eve wedding. The ceremony fosters a new appreciation for her perfectly imperfect life.