Sean: Do you have a soul mate?
Will: Define that.
Sean: Somebody who challenges you.
Will: I got... I got plenty.
Sean: Well, name them.
Will: Shakespeare, Nietzsche, Frost, O'Connor, Kant, Pope, Locke.
Sean: Well that's great. They're all dead.
Will: Not to me, they're not.
Sean: You don't have a lot of dialogue with them. You can't give back to them, Will.
Will: Not without some serious smelling salts and a heater.
Morgan: Man, I can't believe you brought Skylar here when we're all fucking bombed and been drinking. What the fuck is she gonna think about us?
Will: Yeah, Morgan, it's a real rarity that we'd be out drinking.
Chuckie: So this is a Harvard bar, huh? I thought there'd be equations and shit on the wall.
Skylar: You were hoping for a good night kiss.
Will: No, you know. I'll tell ya, I was hoping for a good night lay, but I'd settle for a good night kiss.
Skylar: [bursts out laughing.] How very noble of you.
Will: Thank you... But I was, you know, hoping for a good night kiss.
Skylar: Well, let's just get it over with. Come on, come on.
[they have their first kiss, Skylar giggling the whole time.]
Skylar: [after a few seconds, Skylar bursts out laughing.] I think I got some of your pickle!
Lambeau: Most days I wish I had never met you. Becasue then I could sleep at night. And I didn't have to walk around with the knowledge that there was someone like you out there.
Chuckie: Christ, who did you call?
Will: No one. I forgot the number.
Morgan: You fuckin' retarded? You went all the way out there and you didn't bring their number?
Will: No, it was your mother's 900 number. I just ran out of quarters.
Morgan: Why don't we get off mothers? I just got off yours!
Billy: That's pretty funny, Morgan, here's a fuckin' nickel.
Answer: Will is not wasting his potential. Sean knows that Will has overcome many of his emotional difficulties and with his exceptional abilities, there will be many other job opportunities, regardless of where he lives. Sean believes it is far more important for Will to pursue a lasting relationship with a woman for the first time in his life.
Will had multiple job offers - someone of his intelligence could pick up any job he wanted hence he wasn't disappointed.