I’ve read a bit of Bloom, I think his book Poem Unlimited in high school. That guy really loves Shakespeare…
I like your point about Hamlet, and I think a lot of unsympathetic readers would brush off him as entitled. (Because he’s literally a prince) I feel like a lot of young adults in America are in a similar situation, in which the discussion of important existential issues are reduced to snowflake-ish-ness.