Justin Kirk as A.J

Estella Warren as Lindsay

Whoopi Goldberg as Lindsay's Therapist (uncredited)

Liza Lapira as Monica

Sandra Bernhard as Charlotte

David Eigenberg as Max

Michael Rispoli as Terrence

James McDaniel as Lewis

Michael Hyatt as Eve

Lindsey Kraft as Dagney

Joel Marsh Garland as Ralph

Jason Kravits as Stevie

Brian Anthony Wilson as Cop

Maulik Pancholy as Roger

Raushanah Simmons as Trish

Nate Lombardi as Bartender

Brianne Berkson as Liz

Christopher Sieber as Steven

Elizabeth Fountain as Yoga Teacher

Whitney Sugarman as Simone

Gregory Generet as Jazz Club Singer

Stella Blanc as Stylist

Gabrielle Cilibrasi as Fairy Princess

Jair Cohelio as Jazz Club Guitarist

Kendall Draughn as Snow Cone Girl 2

Henry Hodges as Henry

Spraga as Spencer

Rachel Mower as Snow Cone Girl