When Will calls her a phony rich snob, for example, Skylar answers, But she gets put to the test once Will starts pushing her away. So for much of this movie, we see Skylar as a smart, charming, and strong woman who has no trouble dealing with Will's personal hang-ups. She knows this doesn't sound to great to Will, especially after she's heard him tell Clark how stupid it is to spend hundreds of thousands on an education.īut at the same time, she doesn't apologize for her money or her privilege because she's a strong person with a good sense of self.
She literally sums up her life when she says, "You know, if you think about it, at the end, my brain's going to be worth two hundred and fifty thousand dollars." You know, it was kind of progressive, organic, do-it-yourself, private school. SKYLAR: Growing up in England, you know, I went to a very nice school. While Will comes from a rough neighborhood in Boston, Skylar describes her childhood as such: And that all makes her a pretty good fit for Will.Īlthough her personality mixes well with Will's, Skylar comes from a very different social background. So the first couple of things we know about her is that she's smart, charming… and not at all shy. I've been sitting over there for forty-five minutes waiting for you to come and talk to me, but I'm tired now and I have to go home, and I couldn't sit there any more waiting for you. Afterward, Will goes to hang with his friends until Skylar walks right up to him and says: We first meet Skylar at a Harvard Bar when Will totally decimates this guy named Clark in a battle of wits.