Diane Keaton as Bridget Cardigan

Queen Latifah as Nina Brewster

Katie Holmes as Jackie Truman

Ted Danson as Don Cardigan

Adam Rothenberg as Bob Truman

Roger Cross as Barry

Stephen Root as Glover

J.C. MacKenzie as Richard Mandelbrot

Christopher McDonald as Bryce Arbogast

Meagen Fay as Mindy Arbogast

Finesse Mitchell as Shaun

Mathew Greer as Junior

Peyton Alex Smith as Older Dante

Charlie Caldwell as Cop #1

Richard F Law as Cop #2

Denise Lee as Counselor

Sylvia Castro Galan as Selina

Morgana Shaw as Molly

Marc Macaulay as Agent Wayne

Andrew Sensenig as Cart Guy

Maliek Golden as Young Dante

Khari King as Young Jimmy

Jim Cramer as Self

John McIntosh as Headmaster

Bill Jenkins as Jeweler

Michael P. Flannigan as Foreman

Drew Waters as Fed Guy #1

Tron Kendrick as Fed Guy #2

Ginnie Randall as Ms. Cobb

Joe Nemmers as Detective Smith

Julius Washington as Detective Jones

Cliff Fleming as Helicopter Pilot

Jennifer Wilkerson as Hotel Clerk

Bryan McMahon as District Attorney

Richard Folmer as IRS Man

Duke W. Scott Jr. as Detective Scott

Clay Chamberlin as Waiter

Bryan Massey as Detective Brinkley

Sterling Blackmon as Older Jimmy

Desi Page as Girl Scout (uncredited)

Cassidy Smith as Girl Scout (uncredited)

Michael J. Hebert as Federal Reserve Officer (uncredited)

Jimmy Lee Jr. as Federal Reserve Officer (uncredited)

Jeannie Perrin as Federal Reserve Officer (uncredited)

Arnold John Popa III as Federal Reserve Tech (uncredited)

Deborah R. Jones as Agent (uncredited)

Michael Showers as Detective (uncredited)

Bill Stinchcomb as Cop (uncredited)