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Holy shit, his entire work? How long did it take? What are your favorites and least favorites? And how do the audiobooks of his hold up?
Since starting Infinite Jest... 595 days Favorite would definitely be IJ, least favorite would be either the first half of Pale King or some of the non-fiction in Consider the Lobster. The audiobooks are all pretty good, but a few of them don't include footnotes or are abridged and lacking several stories from a given book. But DFW himself narrates a few of them, and he's got a very peaceful voice to listen to.