7. Jack: Your bush league attempts to take me down…they're getting boring .Although, I must admit, having the freshman class of Brearley hold their annual sleepover in my hotel room that was a nice touch.

bush league: also see bushleague. 1. Below good standards, not good or incorrect. 2. Amateur performance. Behavior that doesn't belong in the major leagues.
Brearley: The Brearley School is an all-girls' private school, which is located on the Upper East Side of Manhattan in New York City. It is considered as one of the most prestigious schools for girls in the United States.

8. Jack: By the way, don't be alarmed, but, uh, our stock might take a little dip today. I'm still adjusting to a learning curve.
Chuck: No, what you're doing is trying too hard. You're obviously not cut out for the job, which is why Bart never let you out of the outback.

learning curve:refers to the graphical relation between the amount of learning and the time it takes to learn. 具體看這里http://en.wikipedia.org/wiki/Learning_curve
cut out: To suit or fit by nature. You’re not cut out for…, 你天生就不是…的料
outback: 澳洲

9. Dan: Well, I've heard a lot about you, although I wasn't expecting you to look so...
Carr: Out of place?
Dan: No, I was gonna say "young." You could pass for a student.

I wasn't expecting: 我沒有想到，沒有料到，不用think, 而是用expect. 另外我們中文有時候說“我沒有想到你會來”，英文也用I didn’t expect to see you.
out of place: of an inappropriate or misapplied nature
pass for: to be accepted as or believed to be

10. Carr: Brooklyn…that's, uh, the place across the bridge, right?
Dan: Ha ha. Yeah. You'll fit in just fine here.
Serena: Oh, hey, don't let the city get to you.

fit in: 適應。這個單詞可以用在你到了一個新的場合，工作，學校，社會，你說和別人是否合得來，是否能融入這個環境，就用這個fit in.
get to: To influence or affect, especially adversely. e.g. The noise really gets to me.

11. Headmistress: I know that patience and trust aren't necessarily your strong suits, but you'll just have to rise to the occasion, hmm?

strong suits: A quality, activity, or skill in which a person excels
rise to the occasion: 隨機應變，應付自如

12. Blair: I have to say, I'm totally surprised Yale passed up the PR of accepting "it" girl Serena van der Woodsen. They have more class than I thought.

pass up: To let go by; reject
They have more class than I thought: 他們比我想象的要有品，他們比我想象的層次要高。另外classy這個單詞也可以用來形容做事情做的漂亮，東西很出色，很有品味。

13. Charles has left us no choice. We wish you had been left in charge of the company, of course, but that's not how it laid out.

Charles has left us no choice: 他讓我們別無選擇，我們也是萬不得已
lay out: to make a detailed plan for.