A Rainy Day in New York

A bright, witty, and impulsive student with gambling savvy, navigating a weekend of romance while balancing parental expectations and his own ambitions. He is charming and restless, seeking a perfect NYC moment that might redefine his future. His quick humor and restless curiosity drive him toward emotional risk and self-discovery.

A journalism major from Tucson who travels to interview a renowned director, torn between professional commitments and romantic possibilities. She is practical, keen-eyed, and determined, yet open to the magic of a New York moment. Her interactions with Gatsby and Pollard test her resolve and heart.

A film co-star and sister to a former girlfriend, Chan moves through the story as a magnetic, independent presence who sparks a complicated romance with Gatsby. She embodies a blend of professional poise and vulnerable curiosity, navigating fame and personal connection. Her choices reveal a longing for authenticity in a glittering world.

A film star who befriends Ashleigh, inviting her to dinner and becoming a catalyst for the night’s romantic entanglements. He embodies confident charm and a penchant for drama, complicating Ashleigh’s weekend plans. His interactions underscore the pull between art, romance, and ambition.

A screenwriter experiencing a creative crisis, whose wife's affair becomes a backdrop to Ashleigh and Pollard’s professional world. He moves through the story with a mix of wit and inner conflict, offering a grounded, often anxious perspective on romance and art. His arc intersects with themes of trust and fidelity.

Gatsby’s mother, a poised matriarch who reveals a pivotal truth about the family’s wealth and past, reframing Gatsby’s understanding of his upbringing. Her openness about long-hidden choices reshapes his worldview and aspirations. She embodies sophistication, influence, and a willingness to confront difficult truths.

A supportive family presence who attends the gala, offering warmth and stability within the social whirl. Her calm, nurturing demeanor contrasts with the night’s glitter and drama, anchoring Gatsby’s sense of family history. She represents enduring support in a world of spectacle.

A traditional, steady uncle figure who participates in the gala world without losing his grounded perspective. He provides a cultural anchor amid the city’s glamour and family dynamics, helping to balance the evolving story. His presence reinforces themes of lineage and expectation.