Hugh Jackman as Frank Tassone

Allison Janney as Pam Gluckin

Geraldine Viswanathan as Rachel Bhargava

Alex Wolff as Nick Fleischman

Rafael Casal as Kyle Contreras

Stephen Spinella as Thomas 'Tom' Tuggiero

Annaleigh Ashford as Jenny Aquila

Ray Romano as Big Bob Spicer

Hari Dhillon as David Bhargava

Jeremy Shamos as Phil Metzger

Stephanie Kurtzuba as Carol Schweitzer

Catherine Curtin as Judy Shapiro

Kathrine Narducci as Sharon Katz

Ray Abruzzo as Howard Gluckin

Kayli Carter as Amber McCarden

Jimmy Tatro as Jim Boy McCarden

Welker White as Mary Ann

Calvin Coakley as Chad Schweitzer

Sung Yun Cho as Joyce - First Agent

Justin Swain as Shawn - Second Agent

Laura Patinkin as Irene - Third Agent

Brent Langdon as Todhunter - First Teacher

Tia DeShazor as Maya - Second Teacher

Victor Verhaeghe as Doug Bressler

John Scurti as Joseph Scalvo

Brian Sgambati as Conference Speaker

Peter Appel as Eddie - Custodian

Darlene Violette as Fran - First Friend

Natasha Goss as Kathy - Second Friend

Jorge Chapa as Ace Hardware Clerk

Jane Brockman as Lorraine Spicer

Larry Romano as Cousin Larry

Madeleine Grace Pace as Heather - Student

Robert 'Toshi' Kar Yuen Chan as Stan - Third Boardie

Finnerty Steeves as Beth - Fourth Boardie

Dina Pearlman as Wendy - Fifth Boardie

Michael Jay Henry as Joel - Sixth Boardie

Steve Routman as Teacher - Rachel's Class

Rene Ojeda as Doorman - Frank's Building

Miriam Silverman as Lisa - Fifth Parent

Gino Cafarelli as Greg - Eighth Parent

Pat Healy as The D.A.

Will Meyers as Editor Scott

Jane Ackermann as Editor Steph

Adriana Callori as Big Bob's Daughter

Doris McCarthy as Park Avenue Patron (uncredited)

Giuseppe Ardizzone as School Bus Driver (uncredited)