Earlier quoted context omitted.
I am about a quarter of the way through Modern Library’s top 100 and it has been a worthwhile journey. It is “just” literary fiction but it is among the best humanity has produced. I have learned so much about the human condition, my ability to articulate ideas has improved tremendously, and I feel like my mind has been “freed from the tyranny of the present” (to quote Cicero). https://sites.prh.com/modern-library-to…
Anyone who puts "Ulysses" at the top of a best books list is suffering from expertitis. Ulysses has a massive user experience problem. It's hard. Dense, convoluted, absurd. If your friend asks you for a good book, you don't recommend it. The only time you do is when your college English major, or advanced highschooler, who is bored with the tropes of even very good novels wants to stretch themselves. Then you hand th…
Many of the best things in life are hard. And you wouldn't necessarily recommend them to a friend.
When you consider specific domains, often the best instances of X tend to be harder versions of X. Or, when people become familiar with many instances of X they seek out the "best" instances of X. Its natural that those best instances would be difficult for people unfamiliar with the domain.