Rachel is a 30-year-old attorney working at a large Manhattan law firm. Single and feeling unfulfilled by her career, she struggles with a lifelong pattern of passivity and risk aversion. She has spent most of her life living in the shadow of her more glamorous best friend, prioritizing what is expected of her over her own desires.

Darcy is Rachel's childhood best friend who works a glamorous public relations job in New York. Beautiful, confident, and accustomed to getting exactly what she wants, Darcy dominates her friendship with Rachel. She is actively planning her dream wedding and relishes being the center of attention.

Dex is a successful finance professional who met Rachel in law school before being introduced to Darcy. He is attractive, confident, and appears to be the perfect match for Darcy on paper. Underneath his polished exterior, he harbors unspoken feelings and complexities that complicate his seemingly perfect life path.

Ethan is a childhood friend of Rachel and Darcy who now lives in London and works at a magazine. After a dramatic romantic history of his own on the West Coast, he offers a removed, objective perspective on the social dynamics back in the United States. He provides Rachel with crucial support and honest insights about her lifelong dynamic with Darcy.

Hillary is a laid-back attorney who works alongside Rachel at their Manhattan law firm. Unlike the highly polished women in Darcy's circle, Hillary is casual about her appearance and career. She considers herself Rachel's best friend in the city and serves as a fiercely loyal, unapologetic sounding board for Rachel's personal dilemmas.

Annalise is a childhood friend from Indiana who grew up alongside Rachel and Darcy. Remaining in their hometown, she represents the traditional, settled life path that Rachel once envisioned for herself. Her baby shower serves as a striking contrast between Rachel's current Manhattan lifestyle and her midwestern roots.

Marcus is a laid-back friend of Dex's from their time at Georgetown. Originally from Montana, he uses marijuana frequently and coasted through college, offering a direct contrast to Dex's polished ambition. He serves as an easygoing companion during group trips and provides an alternative romantic option within the social circle.

Claire is a snobbish, well-connected coworker of Darcy's in the public relations industry. Originally from Greenwich, she is highly attuned to trends and social status. She operates as part of Darcy's loyal entourage and frequently clashes with others who do not match her superficial standards.

Julian is a man Hillary meets during a weekend trip. He quickly becomes serious with Hillary, demonstrating a comfortable and secure dynamic that contrasts with the complicated, secretive relationships surrounding the rest of the friend group.

James is a recently single man living in London who goes on a blind date with Rachel. He offers Rachel a glimpse of what a normal, uncomplicated romantic connection could look like away from the tangled dynamics she left behind in New York.