If you can track down the movie The End of the Tour, you'll probably enjoy it. It's a fair (if simplistic, as all movies are) portrait of the man. And I'd recommend starting with his book of essays, Consider the Lobster, for the most direct ticket to his complex and sensitive thinking. Or his short stories: Brief Interviews with Hideous Men. That'll give you an idea whether you want to dive into the 1200 page Infinite Jest or not.
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