Celia Weston

Joy

Rose Byrne

Justine

Jane Krakowski

Miss Jenn

Julie White

Shirley

Bobby Moynihan

Paul

Joel McHale

Hudson

Nick Kroll

Jake

Bobby Cannavale

Danny

Jason Mantzoukas

Herman

David Bernon

Chuck

Fred Melamed

Story Book Reader (voice)

Josh Charles

Phil

Jeffrey DeMunn

Bill

Paula Garcés

Blanca

Sarah Steele

Sarah

Caitlin FitzGerald

Kat

Jay Duplass

Executive Producer

Mark Duplass

Executive Producer

Mike Birbiglia

Braden

Neil Casey

Neil

Ross Katz

Director

Caleb Paddock

Teddy

Matthew Paddock

Teddy

Danielle Slavick

Ellen