High Road

James Pumphrey

Fitz

Abby Elliott

Monica

Dylan O'Brien

Jimmy Malone

Lizzy Caplan

Sheila

Rich Fulcher

Arnie

Matt Jones

Richie

Joe Lo Truglio

Officer Fogerty

Rob Riggle

James Malone Sr.

Horatio Sanz

Doctor

Zach Woods

Tommy

Brandon Johnson

Cab Driver

Andy Daly

Mr. Doobin

Kathryn Burns

Orchid

Mike Coleman

Bakersfield Bouncer

Kyle Gass

Winter Wierdo

Curtis Gwinn

Tow Truck Driver

Ed Helms

Barry