“It's not brave if you're not scared.”
Gwyneth Paltrow - Abby Janello

“Never let the fear of striking out keep you from playing the game.”
Whip Hubley - Hal Montgomery

“- Austin Millbarge: Show some balls, man!
- Emmett Fitz-Hume: I think it's too late to try and impress them.”

Dan Aykroyd - Austin Millbarge
Chevy Chase - Emmett Fitz-Hume

“- David Ackerman: It's time to stop being scared.
- Sarah: I don't like this.
- David Ackerman: Well, nobody asked you to.”
Charlie Sheen - David Ackerman
Lara Flynn Boyle - Sarah

“I've been watching you all night, and you've been drinking like a fish. Trying to get your courage up? We're only bringing in a shipment of booze, it's got so you're even scared to do that. Maybe you just better stay home tonight, with Eve.”

James Woods - Max