A 29-year-old finance professional living in Omaha, Nebraska, who is Jack Marshall’s roommate and becomes unexpectedly supportive of Olivia when she moves in. He grapples with familial expectations and develops a deep connection with Olivia.

Olivia’s caring older brother and Colin’s roommate, who invites Olivia to stay with them to help her recover from recent challenges. He offers sibling support and humor throughout her stay.

Olivia’s sympathetic high school friend whom she reconnects with in Omaha. Sara provides a supportive friendship, reinforcing Olivia during her transitional period.

Olivia’s editor at the Times, who encourages her writing and supports her growth despite professional setbacks. Glenda is both a mentor and the one who must let Olivia go from her position.

Olivia’s ex-boyfriend, whose betrayal and relationship with her best friend play a pivotal role in Olivia’s past. His actions contrast with Colin’s character, influencing Olivia’s view on romance.

Olivia’s mom, whose disapproval adds pressure to Olivia’s choices and self-discovery journey. Nancy’s expectations weigh heavily on Olivia, though they are not malicious in intent.

Olivia’s family members in Omaha who help expand her network and support structure. Spending time with her brother Will, sister-in-law Dana, and their children provides Olivia with familial joy and connection.