When Lester discusses with his boss whether he should keep his job or not.
Brad Dupree: (reading Lester's job description) "My job consists of basically masking my contempt for the assholes in charge, and, at least once a day, retiring to the men's room so I can jerk off while I fantasize about a life that doesn't so closely resemble Hell." Well, you obviously have no interest in saving yourself.
Lester Burnham: Brad, for 14 years I've been a whore for the advertising industry. The only way I could save myself now is if I start firebombing.
Brad Dupree: Whatever. Management wants you gone by the end of the day.
Lester Burnham: Well, just what sort of severance package is management prepared to offer me? Considering the information I have about our Editorial Director buying pussy with company money - which, I think, would interest the I.R.S., since it technically constitutes fraud; and I'm sure that some of our advertisers and rival publications might like to know about it as well. Not to mention, [grins] Craig's wife!
Brad Dupree: What do you want?
Lester Burnham: One year's salary, with benefits.
Brad Dupree: That's not going to happen.
Lester Burnham: Well, what do you say I throw in a little sexual harassment charge, to boot?
Brad Dupree: [chuckles in disbelief] Against who?
Lester Burnham: [he chuckles right back] Against YOU. Can you prove that you didn't offer to save my job if I let you blow me?
Brad Dupree: Man, you are one twisted fuck.
Lester: Nope; I'm just an ordinary guy with nothing to lose.
- Lester's facial expressions while Brad reads out his job description are hilarious.