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Maggie, an alluring free spirit who won't let anyone - or anything - tie her down. But she meets her match in Jamie, whose relentless and nearly infallible charm serve him well with the ladies and in the cutthroat world of pharmaceutical sales. Maggie and Jamie's evolving relationship takes them both by surprise, as they find themselves under the influence of the ultimate drug: love.

Jake Gyllenhaal

Jamie Randall

Anne Hathaway

Maggie Murdock

Oliver Platt

Bruce Winston

Hank Azaria

Dr. Stan Knight

Gabriel Macht

Trey Hannigan

Judy Greer

Cindy

George Segal

James Randall

Jill Clayburgh

Nancy Randall

Kate Jennings Grant

Gina

Katheryn Winnick

Lisa

Kimberly Scott

Gail

Peter Friedman

California Man

Nikki DeLoach

Christy

Natalie Gold

Dr. Helen Randall

Josh Gad

Josh Randall

Ian Novick

Pfizer Trainee #3

Loretta Higgins

PET Scan Doctor

Harry O'Toole

Man with Walker

Lisa Ann Goldsmith

Nurse Janice

Maximilian Osinski

Ned

Bingo O'Malley

Sam

Megan Ferguson

Farrah

Michael Benjamin Washington

Richard

Dorothy Silver

Sophie

Michael Chernus

Jerry

Kate Easton

Amber

Michael Buffer

Pfizer Convention MC

Maïté Schwartz

Texas

Ian Harding

Pfizer Trainee #1

Tess Soltau

Pfizer Trainee #4

Constance Brenneman

Pfizer Trainee #5

Nicole Thomas

Pfizer Trainee #6

Scott Cohen

Ted Goldstein

Sharon Wilkins

La Boheme Receptionist

Brian Hutchison

Homeless Man

Dana Dancho

Smiling Receptionist

Rick Applegate

Viagra Doctor

Jean Zarzour

Viagra Sample Nurse

Jennifer Delaeo

Viagra Receptionist

Deidre Goodwin

Viagra Nurse #1

Geneva Carr

Viagra Nurse #2

Vanessa Aspillaga

Viagra Nurse #3

Kristin Spatafore

Convention Girl #1

Larissa Emanuele

Convention Girl #2

Jo Newman

Bree

Christina Fandino

Khae

Teri Clark

ER Receptionist

Jaimie Alexander

Carol (uncredited)

Aaron Bernard

Bartender (uncredited)

Mark Golik

Physician (uncredited)

John W. Iwanonkiw

Viagra Guy (uncredited)

William Kania

Hospital Visitor (uncredited)

Sharyn Kmieciak

UN Convention Attendee (uncredited)

David Dale McCue

Pfizer Rep. (uncredited)

Tiffany Sander McKenzie

Hospital Visitor (uncredited)

Phil Nardozzi

Visitor (uncredited)

Nayli Russo

PJ Party Girl (uncredited)

Morgan Wolk

Lilly Spokesmodel (uncredited)

Edward Zwick

Directing

James Newton Howard

Sound

Edward Zwick

Writing

Marshall Herskovitz

Writing

Pieter Jan Brugge

Production

Marshall Herskovitz

Production

Arnon Milchan

Production

Edward Zwick

Production

Victoria Thomas

Production

Deborah Lynn Scott

Costume & Make-Up

Pieter Jan Brugge

Production

Krysti Baxter

Production

Donna M. Belajac

Production

Missy Finnell

Production

Stephanie Yankwitt

Production

Frédéric North

Crew

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