Infinite Jest by David Foster Wallace
Infinite Jest is an encyclopedic novel that caps off at around 1,000 pages, and a good chunk of those consist of digressions that wind up becoming endnotes, some of which have their very own footnotes. The book has been described with phrases like “metamodernist” (sometimes called “post-postmodernist”) and “hysterical realism,” just to give you an idea of what we’re dealing with.
The title comes from Hamlet’s monologue in Act 5 (“Alas, poor Yorick! I knew him, Horatio: a fellow of infinite jest, of most excellent fancy…”). This is the same play in which Polonius says, “Brevity is the soul of wit.” I’m sure the irony wasn’t lost on Wallace.