
Lenore Beadsman, a 24-year-old telephone switchboard operator who gets caught in the middle of a Cleveland-based character drama. In Wallace's typically offbeat style, Lenore navigates three separate crises: her great-grandmother's escape from a nursing home, a neurotic boyfriend, and a suddenly vocal pet cockatiel. The controlling idea surrounding all of these crises is the use of words and symbols to define a person.
He’s also written some really thoughtful literary criticism if you like that sort of thing (“Fictional futures and the conspicuously young” is a good example).
If you like David Foster Wallace his other two novels "Broom of the system" and "The Pale King" are also great. The Pale King was left unfinished when he died and was completed (from various drafts and notes) as a labour of love and respect from his notes by his editor. It's genuinely extraordinary and could possibly even have been his greatest work if he had been able to fully complete it. As is there are certain minor things in it that I'm sure he would have revised (eg I noticed some sentences are repeated etc).
If you're not sure about David Foster Wallace I can really recommend his essays and literary criticism as consistently insightful and extraordinary and also his journalism. From his essays for a starting point I would recommend "De Unibus Pluram" and also "Fictional futures and the conspicuously young", and also "Roger Federer as Religious Experience"[1]. Of his journalism I would strongly recommend "Getting away from already being pretty much away from it all" which is an amazing write up of the experience of visiting a rural state fair and "A supposedly fun thing I'll never do again" which is the same sort of thing about going on a cruise ship. Both are very funny and perceptive.
If you like those you know what you're getting into with this novels.
[1] Especially if you like tennis. He also wrote an amazing essay about a tennis player who is very good but not quite good enough to make the top level and is struggling to break through. THat one is amazing but the title escapes me.
That being said, I also very much enjoyed his first novel, The Broom of the System. It’s an easier read than Infinite Jest. I don’t think it’s as good as IJ, but it’s definitely got a lower barrier to entry.
Brave New World by Aldous Huxley: A reread. A bit depressing considering the state of the world today. I found myself wondering which reality would be preferable.
Letters to a Young Mathematician by Ian Stewart: Easy, but fruitful read. I've struggled a lot with math confidence, and this helped alleviate a lot of that.
How to Speak, How to Listen by Mortimer J. Adler: A lot of practical advice. My biggest takeaway was this: if it's worth talking about, even if the conversation sucks or the other person doesn't understand, any bit of advancement and understanding is worth the effort. Really helped me increase my patience when talking to people.
Quack This Way by David Foster Wallace and Bryan Garner: Super useful and practical discussion between two lovers of language. I keep a copy with me at all times.
The Autobiography of Gucci Mane: Just a fun read while on vacation. "If Gucci can do it, you can do it".
Jesus' Son by Denis Johnson: A nice if brutal read. It was my first foray in DJ. I felt Cormac McCarthyish vibes.
Blood Meridian by Cormac McCarthy: A classic. The Judge.
Thinking About Mathematics by Stuart Shapiro: Highly recommended for anyone interested in the philosophical questions of mathematics. Shapiro writes clearly, concisely, and in a manner that is easy to read.
The Liars' Club by Mary Karr: Pretty great but brutal.
The Broom of the System by David Foster Wallace: I really enjoyed it. It's ode to Wittgenstein and it helped me cope with a lot of questions that I felt after studying LW.
The Sorrows of Young Werther by Johann Wolfgang von Goethe: I think we've all been in Werther's shoes. Though I hope that nobody comes to the same conclusion he came to.
Manage Your Day-To-Day: Build Your Routine, Find Your Focus, & Sharpen Your Creative Mind: A pretty great book. I find myself writing a book report on it to make sure I internalize a lot of the lessons. If you're having trouble doing creative work while working, read this.