- [David has just been fired from Icon Records]
- Serge Menkin: David... wait. Don't feel too bad. We tried. That's show biz. You win some, you lose some.
- David Silver: No, this has nothing to do with show biz. This has to do with you making me record that lame tune, and then lying to Bray by claiming that it was all my idea just to save your own hide!
- Serge Menkin: David, I'm a recording manager. I've been doing this for over 10 years. I know what you're going through for...
- David Silver: [cutting him off] No, you're not a recording manager at all. You're just an over-the-hill hack with no taste in music trying to hold onto a lousy job. Well, I don't need you... or Icon Records!
- Brandon Walsh: You paid off Duke for me?
- Nat Bussichio: Yep. And you're going to work off every cent.
- Brandon Walsh: I will, Nat. Every last cent.
- Nat Bussichio: Jesus, Brandon... fifteen-hundred dollars? What were you thinking? Do you realize how close you came to getting both your kneecaps broken, or worse? How many times did I ask you: Is everything all right? Are you in any trouble? Can you handle this?
- Brandon Walsh: What can I say? You were right. I got out of control.
- Nat Bussichio: Nah, it's more then that. Do you know how many gamblers think they can get out of the hole they're in by betting again, and again, AND AGAIN?
- Brandon Walsh: I know.
- Nat Bussichio: Do you? Do you realize the severity of what you have and what it can do to you? I'm warning you Brandon, if I ever catch you gambling again, the first phone call I make is to your father.
- Brandon Walsh: Agreed. Thanks, Nat. I won't forget this, what you did for me.
- Nat Bussichio: Neither will I.
- [after Brandon confides in Steve about owing $1,500 to a mobster bookie]
- Steve Sanders: Brandon, why didn't you tell me a little bit about this sooner? Maybe I could have helped you.
- Brandon Walsh: I didn't want anyone to know. It's my business.
- Steve Sanders: You can always go to your Dad and ask him to bail you out.
- Brandon Walsh: No, no, I can't tell my Dad. I've been lying to him for too long by telling him that I'm just betting chump change. It's not his problem, and I can't drag him into it. He ever finds out that I've squandered all my money and then some on sports and that I've been lying to him about it, he'll never trust me again.
- Steve Sanders: Well, which is worse? Telling your Dad about the trouble you're in, or telling Duke that you can't pay him?
- Brandon Walsh: I don't know. I really don't know. I'm out of control, man... I don't know what I would have done to that kid out there if you hadn't shown up.
- Steve Sanders: How could you even expect Jeff to come up with than kind of money?
- Brandon Walsh: I don't know! I got an angry bookie after me for $1,500 of losses, and... Nat's right... I'm totally out of control. I'm hooked. All I can think of is grabbing the nearest phone and trying to decide which bookie to call to place a bet. Wait... maybe you can go to your Mom. Tell her some sob story to get the money.
- Steve Sanders: No, I don't think so. She put the breaks on that kind of thing a long time ago. She gives me a check at the beginning of the month for a grand and I have to make it last. And, it's all gone right now except for $300.
- Brandon Walsh: I'll take it.
- Steve Sanders: [gives Brandon all his cash] All right here. But then what?
- Brandon Walsh: I don't know! I'll pray. What do you think they're gonna do to me if I can't pay all of it? Break my nose? Maybe, break my thumbs?
- Steve Sanders: No, not for $1,500.
- Brandon Walsh: Steve, he's got this big goon that drives him around.
- Steve Sanders: Nah. I think Duke's just trying to scare you. You'll see.
- Brandon Walsh: I don't think so.
- Duke Weatherill: Kid, we had a conversation a couple of weeks ago. Do you remember what I said?
- Brandon Walsh: I remember.
- Duke Weatherill: Good. So, where's my money?
- Brandon Walsh: [stammering; very nervous] I... umm... it...
- Duke Weatherill: Kid, I said that I would let you slide one time, and one time only.
- Brandon Walsh: And I paid you for that, didn't I?
- Duke Weatherill: That was the last time. Where's the money you owe me now for all those bets you had me place on and lost every one?
- Brandon Walsh: [nervously stammering again] Um... I'll get it, Duke. But I just... need time. The fact is... I'm broke. Totally broke. I got nothing left and...
- Duke Weatherill: [chuckles deviously] I like you, kid. Despite your losing streak, I really like you. You're friendly, a good gambler... but you see that big guy over there?
- [Duke points to a menacing-looking, burly man sitting behind the wheel of his parked car in the back ally]
- Duke Weatherill: That's Tony, my driver and associate. And... Tony doesn't like anybody. So once again, do you remember how much money you owe me, or do I have to refresh your memory again?
- Brandon Walsh: No, I remember. Fifteen-hundred.
- Duke Weatherill: That's a lot of money, kid. You need time to pay? You got it. You have until Friday.
- Donna Martin: Steve, please will you come and see what's going on!
- Steve Sanders: What are you talking about?
- Donna Martin: I went over to the recording studio at Icon Records to see David, and his recording manager, Serge... whats-his-name, was making him sing this really awful song! A song that's nothing like David's hip-hop material. When I talked with Serge by asking him what he was doing, he had me thrown out of the studio and he won't let me talk or see David at all! He's killing David's music and David apparently doesn't realize that!
- Steve Sanders: Not my problem anymore, Donna.
- Donna Martin: How can you say that?
- Steve Sanders: David fired me as his manager. He made his choice. He choose to work with that scumball Curtis Bray and his hacks at Icon Records instead of sticking with me.
- Donna Martin: I know and David feels awful about it. He really does. But he didn't have a choice.
- Steve Sanders: Yes, he did have a choice! Nobody held a gun to his head and told him to drop me. I don't want to see David or even talk to him... ever again!
- Donna Martin: Will you at least come with me to the recording studio just to see what Serge is doing to David's music? Please? If not for David, do it for me. I'm really concerned about David.
- Steve Sanders: [after a pause] All right, fine. I'll go with you to the studio to see what they're doing over there.
- Donna Martin: So? How did the meeting with Curis Bray go?
- David Silver: Down the tubes.
- Donna Martin: Down the tubes?
- David Silver: They dumped me. I'm fired. Finished from Icon records.
- Donna Martin: What? Why?
- David Silver: Bray hated the song!
- Steve Sanders: We all hated the song!