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Cameron Diaz Joy McNally Ashton Kutcher Jack Fuller Rob Corddry Hater Lake Bell Tipper Jason Sudeikis Mason Treat Williams Jack Fuller Sr. Deirdre O'Connell Mrs. Fuller Michelle Krusiec Chong Dennis Farina Richard Banger Zach Galifianakis Dave the Bear Queen Latifah Dr. Twitchell Krysten Ritter Kelly Ricky Garcia Fuller Closets Worker Andy Daly Curtis Benita Robledo Maid Dennis Miller Judge Whopper Amanda Setton Hot Woman Toni Busker Hot Woman #2 Jessica McKee Cute Girl Ricardo Walker Male Cop (Stripper) Valerie Orlik Female Cop (Stripper) Ben Best Cab Driver Clem Cheung Fruit Guy Eric Zuckerman Tour Guide Caroline Willman Sammy Tommy McGoldrick Uncle Pat Billy Eichner Band Leader Heather Kristin Band Singer Maddie Corman Joy's Lawyer Jerry V. Lindsay Wedding Chapel Priest Samantha Ridge Tourist Richard M. Schaeffer NYMEX Trader #1 Michael P. Molnar NYMEX Trader #2 John Eisenberg NYMEX Trader #3 Ciaran T. O'Kelly NYMEX Trader #4 Jennifer Trier Aunt Fuller Michael Harkins Team Leader Patrick Knighton Team Leader #2 Adam Zuniga Mr. Chong "Brainiac" Aaron Nauta Hater's Friend #1 Christopher Negrin Hater's Friend #2 Brittany Dawn Beall Party Girl #2 Ariel Shafir Party Guy #2 Sheena Alonzo Amanda Diamond Bradley Morone Club Manager Bob Golden Jazz Trio Member Ron Carter Jazz Trio Member Evan Palazzo Jazz Trio Member Jason Keith Davis Ball Room Band Member Ulysses Owens Jr. Ball Room Band Member Michael Rodoja Ball Room Band Member Jules Hartley Ball Room Band Member Maya Jenkins Ball Room Band Member Dave Gibson Ball Room Band Member Brian M. Wixson Ball Room Band Member Justin Flynn Ball Room Band Member Josh Tane Ball Room Band Member Russ Spiegel Ball Room Band Member Martinez Little Ball Room Band Member Darryl Reuben Hall Fuller's Furniture Maker (uncredited) Joe Mancini Carpenter (uncredited) Beth Laufer Becky (uncredited) Harry Corrigan Skateboarder (uncredited) Dennis Albanese Jack's Friend (uncredited) Matthew Martini Jack's Friend (uncredited) Cher Cosenza Joy's Friend (uncredited) Maria Di Angelis Joy's Friend (uncredited) Cassidy Gard Joy's Friend (uncredited) Meagan Gordon Joy's Friend (uncredited) August Costa Cousin Jack (uncredited) Robert Gerrits Casino Security Officer (uncredited) Adam Goodnoff Cernese Hummer Limo Driver (uncredited) Delia Sheppard VIP Host (uncredited) Anna Elizabeth Kendrick Cocktail Waitress (uncredited) Lynn Witty Friend at Bar (uncredited) Kutcha DJ #1 (uncredited) Hector Lincoln DJ #2 (uncredited) Bob Pepper Happy Gambler (uncredited) Mauro Bossi Casino Patron (uncredited) Charles Pendelton Tourist (uncredited) Bruce Perkins Tourist (uncredited) RJ Konner Lawyer (uncredited) Brandon Goins Wall Street Guy at Party (uncredited) Ronald E. Giles Dancing Executive (uncredited) Rosalind Lipsett Model at Party (uncredited) Myriam Blanckaert Party Goer (uncredited) Stephanie Domini Party Goer (uncredited) Audrey Fafard Party Goer (uncredited) Vladimir Troitsky NYMEX Trader (uncredited) Thomas Torrey NYMEX Trader (uncredited) Jon Yvon NYMEX Trader (uncredited) Ralph A. Wilburn Jr. Hot Dog Vendor (uncredited) Tom Stratford Baseball Coach (uncredited) Charlotte Johnston Softball Player (uncredited) Mark Santomauro Bike Polo Player (uncredited) Lanette Fugit Hannah Bachelor Girl (uncredited) Nicole Dupre Sobchack Kissed Bride (uncredited) Sarah Poynter (voice) (uncredited)