Chloe is a 31-year-old freelance website designer who lives with fibromyalgia and chronic pain. After her near-death experience, she decides to reclaim her bravery by writing a list of rebellious goals, including riding a motorcycle and going camping. Her illness previously cost her friendships and an engagement, making her fiercely independent, highly organized, and wary of trusting others.

Red is a talented painter currently working temporarily as a building superintendent. He left the London art scene after an abusive relationship destroyed his self-confidence, leading him to hide his artistic abilities and paint alone at night. He masks his deep insecurities behind a confident exterior and a motorcycle, eventually agreeing to help Chloe complete her list in exchange for her building his art website.

Gigi is Chloe's eccentric, grand, and theatrical grandmother. She owns a yoga studio and possesses an intuitive understanding of Chloe's emotional state, easily noticing when she is unwell or upset. As a source of unconventional wisdom, she actively encourages Chloe to take risks in life and love.

Annie is the quirky, energetic owner of the cat Chloe rescues. She works as a lingerie designer and lives rent-free at her mother's house in exchange for looking after 11 cats. She is straightforward, bubbly, and eager to form a sincere friendship with Chloe.

Eve is one of Chloe's sisters. She frequently checks in on Chloe, inviting her to activities like karaoke while remaining entirely understanding when Chloe needs to rest. Unlike Chloe's past friends, Eve respects Chloe's physical limitations and fully believes her regarding her chronic pain.

Dani is Chloe's other sister. She shares a close, protective bond with Chloe and Eve, bringing a playful and occasionally teasing energy to their family dynamics. She supports Chloe unconditionally through her illness and eagerly encourages her romantic pursuits.

Chloe's mother lives in the family mansion and worries immensely over her daughter's chronic illness. Her concern manifests as intense hovering, which frequently leads to arguments with Gigi about the best way to handle Chloe's medical needs.

Pippa is a wealthy, well-connected woman from the London art world and Red's ex-girlfriend. She was highly abusive, physically attacking Red during their breakup and destroying his confidence by telling him he was nothing without her influence.

Vikram, also known as Vik, is a friend of Red's and the owner of the apartment complex where Red and Chloe live. He checks in on Red's artistic progress and playfully teases him about his interactions with the tenants.

Red's mother is a supportive figure who helped him realize Pippa's abusive nature, giving him the push he needed to leave. She frequently checks on his art career and encourages him to stop working permanently as a building superintendent.

Mrs. Conrad is an elderly tenant in the apartment complex where Red works. She frequently calls on him for maintenance help, particularly when her grandsons flush inappropriate items down her plumbing.

Henry is Chloe's former fiancé. He abandoned her after she developed fibromyalgia because he refused to believe her symptoms or understand the extent of her chronic pain.

Julian is a gallery owner and an old acquaintance of Red from his time in the London art scene. He warmly recognizes Red when Red and Chloe visit his establishment during their night out.

Aunt Mary is Chloe's aunt. When she spots Chloe walking with a man, her prying questions prompt Chloe to panic and dismissively downplay her connection to Red in public.

Dr. Maddox is a therapist whom Red contacts after realizing his emotional reactions are tied to his past abuse. Red begins attending sessions with her to process the trauma from his relationship with Pippa.

Jeremy is Gigi's therapist. Gigi considers calling him to obtain an emergency anxiety prescription for Chloe following her near-accident.

Smudge, whose real name is later revealed to be Perdita, is a microchipped cat that Chloe attempts to rescue from a tree. The rescue attempt initiates Chloe and Red's first meaningful conversation and catalyzes their relationship.