Matthew Perry as Oscar Novak

Neve Campbell as Amy Post

Dylan McDermott as Charles Newman

Oliver Platt as Peter Steinberg

Cylk Cozart as Kevin Cartwright

John C. McGinley as Strauss

Bob Balaban as Decker

Deborah Rush as Lenore

Kelly Rowan as Olivia Newman

Rick Gomez as Rick

Patrick Van Horn as Zack

David Ramsey as Bill

Kent Staines as Gallery Owner

Ho Chow as Cabbie

Michael Proudfoot as Diner Waiter

Shaun Smyth as Intern #1

Robin Brûlé as Intern #2

Brett Heard as Intern #3

Les Porter as Peter's Friend #1

Andrew Dolha as Peter's Friend #2

Ned Vukovic as Peter's Friend #3

Keith Kemps as Dinner Guest #1

Lowell Conrad as Dinner Guest #2

Rumina Abadjieva as Receptionist Guest

Lindsey Connell as Newspaper Reporter

Kate Steen as Beautiful Girl

Steve Richard as Weight Lifter

Stephanie Belding as Joanne

Ray Kahnert as Jonas

Sven Van de Ven as Meeting Leader

Glen Peloso as Business Man

Barbara Gordon as Jenny Novak

Roger Dunn as Edward Novak

Meredith McGeachie as Megan

Marni Thompson as Amy's Girlfriend #1

Deborah Pollitt as Amy's Girlfriend #2

Anais Granofsky as Amy's Girlfriend #3

Ed Sahely as George

Lindsay Leese as Sandy

Tom Forrest as Kissed Guy

Barbara Radecki as TV Reporter

Shemekia Copeland as Blues Singer