Ratings: 2.90 million viewers

Beginning with this episode, Margaret Colin now guest stars as Eleanor Waldorf in place of Florencia Lozano.

Taylor Momsen (Jenny Humphrey) does not appear in this episode.

Guest star Sebastian Stan (Carter Baizen) and series star Chace Crawford (Nate Archibald) previously worked together in the 2006 movie The Covenant.

Eleanor: (to Blair who is about to eat a croissant) Before you tuck into that, you might find a low-fat yogurt more appealing.

Gossip Girl: Doesn't Chuck know that a party isn't a party until someone crashes?

Blair: Normally I wouldn't be this close to you without a tetanus shot.
Dan: My mom kind of left us a couple of months ago. Only my... my dad and my sister don't really see that, 'cause she told us she had to go away for the summer to, uh... to follow her dreams and be an artist. But it's not summer anymore and she's still up there. And that's all she seems to care about right now. Every time I go to see her, I tell myself this time I'm going to tell her what I think. This time I'm going to look her in the eye, and say... either come home or leave for good. And so there I was, just the other day; I was sitting across the table from her, I looked her straight in the eye and I didn't say anything.
Blair: Why not?
Dan: I don't know. But I wish I had.'Cause, even if it didn't change anything, she'd know how I felt.

(About Carter Baizen)
Chuck: He's not your friend. He can't be trusted.
Nate: And why is that? 'Cause he doesn't believe what you believe?

Chuck: That dream of yours... What is it really? 'Cause I hear you talk about how you don't want to go to Dartmouth, how you don't want to follow in your father's footsteps. But what exactly do you want?
Nate: All I know is that it's not this.
Chuck: Well, you had better discover what it is before you throw everything away trying to find it.

Gossip Girl: The rules for a model the day of a photo shoot are similar to those of the patients pre-surgery. No food, nor drink 12 hours prior, wear comfortable clothing and make sure your affairs are in order. You never know what can go wrong in a flash.

Rufus: I dated a girl like Serena, once. Actually a lot like Serena. And girls like that might be challenging. That's true. And they're complicated, and enigmatic. And usually worth it. And the only way you know for sure is to jump it with both feet.
Dan: What happened with you?
Rufus: I swam for a while. Till I drowned.
Dan: Oh. Well, thanks dad. That's a great story.

Chuck: Let me remind you of the rules. As of this moment there is no outside world that I do not show you. You eat what I provide, practice what I preach. Until I say so, the only girls you talk to are the ones I’ve paid for.

Episode Title: Bad News Blair

The episode title comes from the 1976 movie and its 2005 remake Bad News Bears.

Serena: Let's do something crazy, like Britney with the umbrella.

Serena is referring to an incident in which Britney Spears was hitting an SUV with an umbrella.

Serena: Posh Spice in America.

Serena is referring to Spice Girl Victoria Beckham who moved to America in 2007 with her husband, David Beckham, and her sons.

Visual: Blair in front of a jewelry store in a black dress

This visual is a reference to a scene from the film Breakfast at Tiffany's.