Matthew Modine .... Dave Goldman
Randy Quaid .... Vic Damico
Paul Reiser .... Donny Carlson
Janeane Garofalo .... Lucille
Amy Brenneman .... Susan Goldman
Eliza Dushku .... Emma Carlson
Ed Flanders .... Walter Sims
Maria Pitillo .... Kim
Lindsay Crouse .... Grace Damico
Ross Malinger .... Ben Goldman
Johnny Whitworth .... Max Cooper
Wendell Pierce .... Hector
Cameron Boyd .... Jed Damico
Mae Whitman .... Michele Goldman
Jayne Brook .... Claire Carlson
Dana Wheeler-Nicholson .... Heidi Schmidt
Amber Benson .... Meg Damico
Rob Reiner .... Dr. David Townsend
Pamela Dillman .... Sheila
Brad Hall .... Phil
Danny Masterson .... Mikey
James Arone .... Waiter in Italian Restaurant
Karlie M. Gavino Brown .... Lindsay Damico
Kirstie R. Gavino Brown .... Lindsay Damico
Marguerite Weisman .... Sarah
Max Ryan Ornstein .... Ring Bearer at Wedding
Dean Williams .... Wedding Photographer
Caroline Lagerfelt .... Mother #1 at McDonalds
Christopher Curry .... Dad #1 at McDonalds
Daniel Weisman .... Boy at McDonalds
Stephanie Shroyer .... Mother #2 at McDonalds
Michael Bofshever .... Dad #2 at McDonalds
Christina Massari .... Girl at McDonalds
Brian Frank .... Screener
Shang Forbes .... Engineer
T.K. Meehan .... T-Ball Coach
Mina Kolb .... Dorothy
Geoffrey Woodhall .... Gerald
Michael Spound .... Mike
Joe Basile .... Father at Dad's Day Out
Dennis Bowen .... Father at Dad's Day Out
Donald Bishop .... Grandfather
Kate Williamson .... Grandmother
Nicholas Davey .... Heidi's Son
Justin Garms .... Sheila's Son
Lauren Kopit .... Sheila's Daughter
Jack Black .... DJ at Party
Keaton Simons .... Party Dude
Juney Smith .... Security Guard
Ellen Bry .... Debbie
Christina Leigh .... Kelly (uncredited)
Stephen Root .... Awakened Neighbor (uncredited)
Ken Tipton .... (uncredited)

This is a story about the breakup of the family. In particular, it focuses on the lifestyle of three divorced men. The film is presented from their perspective and it reveals their relationship with their children, ex-wives, girl friends, male friendships, and their identities as divorced men. In addition to dealing with divorce, the film touches on spousal loss and young adult homelessness. The film can be considered a social commentary that is both comical and emotional.

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