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Cast

Jake Gyllenhaal
Jamie Randall

Anne Hathaway
Maggie Murdock

Oliver Platt
Bruce Winston

Hank Azaria
Dr. Stan Knight

Josh Gad
Josh Randall

Gabriel Macht
Trey Hannigan

Judy Greer
Cindy

Jill Clayburgh
Nancy Randall

George Segal
Dr. James Randall

Kate Jennings Grant
Gina

Katheryn Winnick
"Lisa"

Kimberly Scott
Gail

Peter Friedman
California Man

Nikki DeLoach
Christy

Natalie Gold
Dr. Helen Randall

Megan Ferguson
Farrah

Michael Benjamin Washington
Richard

Bingo O'Malley
Sam

Dorothy Silver
Sophie
Lucy Roucis
UN Convention Parkinson's Speaker
Joan Augustin
Joan

Michael Chernus
Jerry

Kate Easton
Amber

Michael Buffer
Pfizer Convention MC

Maïté Schwartz
Texas

Maximilian Osinski
Ned

Ian Harding
Pfizer Trainee #1

Josh Breslow
Pfizer Trainee #2

Ian Novick
Pfizer Trainee #3

Tess Soltau
Pfizer Trainee #4

Constance Brenneman
Pfizer Trainee #5

Nicole Thomas
Pfizer Trainee #6
Jasper Soffer
Pfizer Trainee #7
Kwame Rakes
Doctor in Parking Lot

Scott Cohen
Ted Goldstein

Sharon Wilkins
La Boheme Receptionist

Brian Hutchison
Homeless Man

Dana Dancho
Smiling Receptionist
Lisa Ann Goldsmith
Nurse Janice

Rick Applegate
Viagra Doctor
Ray Godshall Sr.
Friendly Senior
Jean Zarzour
Viagra Sample Nurse
Harry O'Toole
Man with Walker

Jennifer Delaeo
Viagra Receptionist

Deidre Goodwin
Viagra Nurse #1

Geneva Carr
Viagra Nurse #2

Vanessa Aspillaga
Viagra Nurse #3
Patricia Cray
Kindly-looking Woman

Kristin Spatafore
Convention Girl #1

Larissa Emanuele
Convention Girl #2

Loretta Higgins
PET Scan Doctor
Kimberly M. Rizzo
Front Desk Receptionist
Jason Bernard
Quack Doctor
Nicole Perrone
Determined Receptionist

Jo Newman
Bree

Christina Fandino
Khae

Teri Clark
ER Receptionist

Kevin McClatchy
Justin

Jaimie Alexander
Carol (uncredited)
Diedra Arthur-O'Ree
Medical Convention Attendee (uncredited)
Stephanie Bankosh
Pharmaceutical Rep (uncredited)
David Barckhoff
Medical Convention Vendor (uncredited)
Robert R. Bell
Doctor (uncredited)

Aaron Bernard
Bartender (uncredited)
Ralph Browning
Medical Convention Attendee (uncredited)
Alissa Collins
Tea Woman (uncredited)
Kyle Fields
Party Rep (uncredited)
Joe Forgione
Pfizer Trainee #8 (uncredited)
Nicole George
Viagra Receptionist (uncredited)
Ryan Goimarac
Pfizer Drug Rep. Graduate (uncredited)
Mark Golik
Physician (uncredited)

John W. Iwanonkiw
Viagra Guy (uncredited)

Sharyn Kmieciak
UN Convention Attendee (uncredited)
Wayne Leya
UN Convention Attendee (uncredited)
David Dale McCue
Pfizer Rep. (uncredited)
David Morse
Tony Lerma, Lilly Sales Rep. (uncredited)
Christian Pearson
Physician (uncredited)
Chris A. Riskus
Trade Show Patron (uncredited)
Nayli Russo
PJ Party Girl (uncredited)
Michael K. Sieg
Pfizer Rep. (uncredited)
Laura Welsh
Hospital Administrator (uncredited)

Morgan Wolk
Lilly Spokesmodel (uncredited)

Conan O'Brien
Self (archive footage) (uncredited)
Gwyneth E. Larsen
Dancer (as Gwyneth Larsen)
Brooke Miyasaki
Dancer
Overview
Maggie is 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 serves him well with the ladies and 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.
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