Scarlett Johansson

Annie Braddock

Laura Linney

Mrs. X

Alicia Keys

Lynette

Chris Evans

Hayden “Harvard Hottie”

Donna Murphy

Judy Braddock

Nicholas Art

Grayer

Judith Roberts

Milicent

Julie White

Jane Gould

Paul Giamatti

Mr. X

John Henry Cox

Dean

Lewis Payton, Jr.

Bike Messenger

Sonnie Brown

Human Resources Director

Georgina Chapman

TriBeCa Fashionista

Jodi Michelle Pynn

Screeching Lady

Mike Rad

Dude

Joanna Heimbold

Glamour Mom

Marla Sucharetza

Charity Mom

Phoebe Jonas

Xanax Mom

Allison Sarofim

Eating Disorder Mom

Tina Benko

Shopaholic Mom

Cady Huffman

Divorcing Mom

Kaitlin Hopkins

Bitsy

Reathel Bean

Doorman

Rosa Nino

Maria

Matilda Szydagis

Polish Nanny

Elle de Amor

Loud Nanny

Sakina Jaffrey

Sima

Alison Wright

Bridget

Nate Corddry

Calvin

Pete Heitmann

Guitar Player

Heather Simms

Murnel

Nina Garbiras

Miss Chicago

Melisa McGregor

Waitress

Rose Gonzalez

South American Nanny

Shalonne Lee

Jamaican Nanny

Ilana Levine

Whiny Mom

Isabel Keating

Paranoid Mom

Patrick Heusinger

Carter

Brendan Griffin

Kenny

Aaron Staton

John

Stephen O'Reilly

Reggie

Charlie Hewson

JoJo

Brande Roderick

Tanya

Nicola Barber

Lizzie

Kevin Kraft

Pierrot #1

Nicholas Alexiy Moran

Pierrot #2

James Urbaniak

Educational Consultant

Victoria Boothby

Matriarch

James Balsamo

Graduating Student (uncredited)

Michael Boothroyd

Waiter (uncredited)

David Boston

Parent at College Graduation (uncredited)

Tom Coughlin

Graduation Crowd Member (uncredited)

Deena Eddy

Upper East Side Shopper (uncredited)

L.J. Foley

Kid (uncredited)

Roy William Gardner

Golfer (uncredited)

Eli Harris

Lewis (uncredited)

Bobby Lundon

Darwin (uncredited)

Stella Stark

Nanny (uncredited)

Kimmy Suzuki

Flying Nanny (uncredited)

Dany Wolf

Yoga Teacher (uncredited)

Dianne Zaremba

Barmaid (uncredited)