The Way of the Gun (2000)

Benicio Del Toro: Harold Longbaugh

Photos 

Quotes 

• Longbaugh : There's always free cheese in a mousetrap.

• Longbaugh : You know what I'm gonna tell God when I see him? I'm gonna tell him I was framed.

• Joe Sarno : So, you the brains of this outfit, or is he?

  Longbaugh : Tell ya the truth, I don't think this is a brains kind of operation.

• [Parker and Longbaugh are looking at the cash out in the open at the brothel] 

  Longbaugh : What do you think?

  Parker : I think a plan is just a list of things that don't happen.

• Longbaugh : Until that day then?

  Joe Sarno : Until that day.

• Longbaugh : I've been watching them pile up. Nightstick, flashlight, bulletproof vest.

  Joe Sarno : Fuckin' utility belts, right?

  Longbaugh : Fuckin' sign on his head reading "Why Bother?"

  Joe Sarno : Hey, they love to say shit like "ascertain".

  Longbaugh : "Surveillance."

  Joe Sarno : "Affirmative."

  Longbaugh : "I need backup."

  Joe Sarno : "Adjudicate."

  Longbaugh : "Adjudicate"?

  Joe Sarno : Yeah, well...

  Longbaugh : But, you know, then you got the other side. You got these trigger-happy cocksuckers all about the shooting and posturing and 'you don't know who I am' kind of thing..."I been to prison."

  Joe Sarno : 'cuase you got caught, dumb fuck.

  Longbaugh : These days, they want to be criminals more than they want to commit crime.

  Joe Sarno : Well that's... that's not just crime. That's the way of the world.

• Longbaugh : You have too much faith in people.

  Parker : How can you kidnap somebody without it?

• Longbaugh : We die here, we die alone

• Longbaugh : I've... never killed a man.

  Interviewer : I beg your pardon?

  Longbaugh : I said I never killed a man.

  Interviewer : I didn't ask if you had.

  Longbaugh : You asked why I thought I was qualified, I think of that as qualification.

  Interviewer : And I'm just wondering why that in particular strikes you as an important qualification for semen donation.

  Longbaugh : I would say thats a big fucking qualification - excuse me, a very important qualification.

  Interviewer : No one's ever said that before.

  Longbaugh : Have you ever asked?

  Interviewer : No.

  Longbaugh : You should.

• Longbaugh : Why's that such a big deal?

  Interviewer : Because no one brings up sex with dead people!

  Longbaugh : 'Course they don't, it's sick.

  Interviewer : You brought it up!

  Longbaugh : Only to say I never did it.

  Interviewer : I didn't ask you that.

  Longbaugh : [smiling]  You should.

• Longbaugh : A heart is the only thing that has value. If you have one, get rid of it.

• Longbaugh : Wanna get out now? Wanna quit? This is never gonna come your way again.

• Longbaugh : If I wanna hit her, I hit. If I wanna miss her, I miss.