Following her parents' divorce, Darby Carter struggled to make connections as an adolescent and, later, as an NYU grad, until she meets Augie Jeong at a karaoke party.

A year after Augie, Darby falls for her recently divorced boss, Bradley.

Darby runs into an old flame and spends the rest of the day trying to get him off her mind.

When a therapist encourages her to address her fear of rejection, Darby recalls being 15 and applying to boarding school to get her parents' attention.

Darby finds herself stuck in a despondent marriage as she reconnects with someone from her past.

When Darby has a medical scare, her overbearing mom Claudia comes to town to help.

The girls head upstate to celebrate Mallory's engagement. At the cabin, Darby struggles to get through to Sara as their paths continue to diverge.

After a serendipitous reunion, Darby and Augie find themselves falling into a comfortable, full-blown relationship (again).

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.