Kate Hudson

Liv

Anne Hathaway

Emma

Bryan Greenberg

Nate

Chris Pratt

Fletcher

Steve Howey

Daniel

Candice Bergen

Marion St. Claire

Kristen Johnston

Deb

Michael Arden

Kevin

Victor Slezak

Colson

Kelly Coffield Park

Kathy

John Pankow

John

Zoe O'Grady

Young Liv

Shannon Ferber

Young Emma

June Diane Raphael

Amanda

Charles Bernard

Wedding DJ

Emily Sarah Stikeman

Student #1

Robert Capron

Student #2

Kallie Tabor

Student #3

Bruce Altman

Simmons

Hettienne Park

Marissa

Lauren Bittner

Amie

Rena Maliszewski

Female Colleague

Casey Wilson

Stacy

Sarah Kate Jackson

Salesgirl

Jason Kolotouros

Delivery Guy

Paul Scheer

Ricky Coo

André Holland

DJ Jazzles

Anna Madigan

Tanorexic

Daniel Raymont

Colorist

Jon Daly

Head Set

Michael Anastasia

Geeky Neighbor

Nicole Stuart

Receptionist

Robert Scott Wilson

Rob

Pamela Figueiredo

Pamela

Sam Pannier

Stationery Clerk

John Franchi

New York Cabbie (uncredited)

William Brent

(voice)

Jeremy Brothers

Nerdy Colleague

Colin Ford

(voice)