Jeremy: Part of what you said is true.Dan: Really?Jeremy: I have to stand firm, not to establish an upper hand but to establish equality. Dan: Exactly.Jeremy: We’ll have an argument and she will take a position that absolutely defies logic. Now, I have a pretty good respect for logic. But then all she has to do is put on one of my shirts.Dan: The shirt. Jeremy: She’ll grab a white dress shirt from my closet.Dan: You’re cooked.Jeremy: It’s over.Dan: That’s it!Jeremy: Like bishop to queen’s rook 7. Dan: Keep going.Jeremy: My chess team was playing Lakeland. I start my match king’s pawn 3, king’s pawn 3. Bam, bam bam. All of a sudden the guy moves bishop to queen’s rook 7. I lost 32 moves later, but I was never even in it. Dan: Right. And that relates to Natalie wearing your shirt how?Jeremy: I have to stand firm. Thank you.Dan: Right.  -Sports Night 1x10 “Shoe Money Tonight”

Jeremy: Part of what you said is true.
Dan: Really?
Jeremy: I have to stand firm, not to establish an upper hand but to establish equality. 
Dan: Exactly.
Jeremy: We’ll have an argument and she will take a position that absolutely defies logic. Now, I have a pretty good respect for logic. But then all she has to do is put on one of my shirts.
Dan: The shirt. 
Jeremy: She’ll grab a white dress shirt from my closet.
Dan: You’re cooked.
Jeremy: It’s over.
Dan: That’s it!
Jeremy: Like bishop to queen’s rook 7. 
Dan: Keep going.
Jeremy: My chess team was playing Lakeland. I start my match king’s pawn 3, king’s pawn 3. Bam, bam bam. All of a sudden the guy moves bishop to queen’s rook 7. I lost 32 moves later, but I was never even in it. 
Dan: Right. And that relates to Natalie wearing your shirt how?
Jeremy: I have to stand firm. Thank you.
Dan: Right. 

-Sports Night 1x10 “Shoe Money Tonight”


Jeremy: Natalie.Natalie: Hello.Jeremy: Just the woman I’m looking for.Natalie: Coming out of the mouth of anyone but the guy I just broke up with, that’d make my day.Jeremy: I broke up with you, but that seems neither here nor there. Can I talk to you a second?Natalie: Yeah, I broke up with you there, Mr. “Obviously has a short-term memory loss with a myriad of other problems, which I won’t even go into, but thinks that he broke up with me because of the short-term memory loss, which is so obvious.”Jeremy: No need to be so formal. I’ve seen you naked. Call me Jeremy. -Sports Night 2x17 “Draft Day Part I”

Jeremy: Natalie.
Natalie: Hello.
Jeremy: Just the woman I’m looking for.
Natalie: Coming out of the mouth of anyone but the guy I just broke up with, that’d make my day.
Jeremy: I broke up with you, but that seems neither here nor there. Can I talk to you a second?
Natalie: Yeah, I broke up with you there, Mr. “Obviously has a short-term memory loss with a myriad of other problems, which I won’t even go into, but thinks that he broke up with me because of the short-term memory loss, which is so obvious.”
Jeremy: No need to be so formal. I’ve seen you naked. Call me Jeremy.

-Sports Night 2x17 “Draft Day Part I”


Jeremy: Natalie, listen to me. You’ve lost a lot of money to me tonight. You’re basically going to be living the rest of your life on a charitable grant from the Jeremy Goodwin foundation. Take the hundred bucks back and fold.Natalie: Scared?Jeremy: I’ve got a straight. You’ve got 3 sevens. Natalie: You don’t have a straight.Jeremy: Look at me. I’m not lying to you. I have a straight. Natalie: How do you know I don’t have a big house?Jeremy: A full house. Dan already folded the six you needed, and I have the other one. You don’t have a house of any sort. You don’t have a pup tent. You’ve got trip sevens, and I have a straight. I want you to trust me right now. I want you to say to yourself, “Yeah, I dated a string of jerks in my life. They were stupid, they were mean to me. But maybe this one’s different. Maybe I should take a chance and not adopt the ‘break up with him before he breaks my heart’ strategy.” I want you to remember that when I started liking you, I didn’t stop liking tennis. And I want you to know that I don’t think there’s a woman in the world that you need to be threatened by, no matter how glamorous you think she is. But mostly, I want you to trust me, just once, when I tell you that you have three sevens, and I have a straight. -Sports Night 1x10 “Shoe Money Tonight”

Jeremy: Natalie, listen to me. You’ve lost a lot of money to me tonight. You’re basically going to be living the rest of your life on a charitable grant from the Jeremy Goodwin foundation. Take the hundred bucks back and fold.
Natalie: Scared?
Jeremy: I’ve got a straight. You’ve got 3 sevens.
Natalie: You don’t have a straight.
Jeremy: Look at me. I’m not lying to you. I have a straight.
Natalie: How do you know I don’t have a big house?
Jeremy: A full house. Dan already folded the six you needed, and I have the other one. You don’t have a house of any sort. You don’t have a pup tent. You’ve got trip sevens, and I have a straight. I want you to trust me right now. I want you to say to yourself, “Yeah, I dated a string of jerks in my life. They were stupid, they were mean to me. But maybe this one’s different. Maybe I should take a chance and not adopt the ‘break up with him before he breaks my heart’ strategy.” I want you to remember that when I started liking you, I didn’t stop liking tennis. And I want you to know that I don’t think there’s a woman in the world that you need to be threatened by, no matter how glamorous you think she is. But mostly, I want you to trust me, just once, when I tell you that you have three sevens, and I have a straight.


-Sports Night 1x10 “Shoe Money Tonight”