Geraldine Viswanathan as Lucy Gulliver

Dacre Montgomery as Nick

Utkarsh Ambudkar as Max Vora

Molly Gordon as Amanda

Phillipa Soo as Nadine

Arturo Castro as Marcos

Suki Waterhouse as Chloe

Sheila McCarthy as Cheryl Gulliver

Nathan Dales as Jeff

Ego Nwodim as Harvard

Megan Ferguson as Randy

Bernadette Peters as Eva Woolf

Nikki Duval as Willhemina

Emma Hunter as New York Woman

Taylor Hill as Taylor

Roy Choi as Self

Tattiawna Jones as Dr. Amelia Black

Tricia Black as Goodwill Worker

Ray Kahnert as Butler

Elon Gold as Schmuli

Raymond Ablack as Clayton

Nicholas Carella as Karaoke Emcee

Trent Pardy as Yan

Bradley Hamilton as Bartender

Okiki Kendall as Stroller Woman

Bernard Kay as Richard (Old Guy #1)

Jack Newman as Joe (Old Guy #2)

Mel White as Lev - Gallery Owner

Stephanie Ng Wan as Real Estate Agent

Melanie Leishman as Bookstore Owner

Celeste Bruno as Cigarette Girl

Izaak Smith as Cigarette Guy

Chris Sandiford as Barista

Jacki Glick as PP Volunteer