“It's easy to sit on a mountaintop and tell people what to do and how to be happy. I have chosen to do that. Not because it's easy, but for a different reason, which I would reveal, if your mind was ready to handle it, which it isn't, which is also very convenient for me.”
“The other thing you can do is write a strong personal essay which lets admissions people inside your life, your heart, and your world....Anyway, it can be hard to figure out what to write about, so here are a few suggestions:...5. Reasons it's wrong to be racist even though it makes sense to you.”
“Throughout our history, humanity has been plagued with questions, and also plagued with regular plagues. I don't know much about biology, so I can't speak to actual plagues. However, I can answer all kinds of questions: moral, ethical, job-related, child rearing, party etiquette, romantic, technological, stuff about boobs, and my three faves: How do I have sex with someone and not talk to them again?, Can you hit a kid for a very, very good reason?, and of course How do you get a self-righteous asshole to shut the fuck up, even if they're right?”
“Prom night can be a special night, if you let it be. I know you think it's for losers and something that popular kids do because they are boring people with porcelain hearts who don't know what it means to be lonely. But you're wrong. Prom is a chance for everyone to try oral sex. Go for it. ”
“A comedian is simply a different kind of therapist. A comedian is a psychologist and a psychiatrist rolled into one. Except I can't prescribe medicine. (You still need a doctorate, which is bullshit.) Okay, so I'm not like a psychiatrist. Fine. But I'm still like a psychologist (except I can't diagnose or treat mental illness).”
“In this book I will teach you, based on stuff I have either made up, observed, or overheard, how to live the life you want--the life you Will. Obviously, if your name is Will and you are slow, this book will be confusing/upsetting. Be careful. Thanks.”
“Over the years I've received thousands of e-mails looking for guidance. Some have real problems; some talk about monkeys and poo--though those people may also have real problems.”