If I’m being honest (and no doubt blasphemous to some), I think the biggest hurdle is how reverential playwrites and screenwriters are to actual wording, cadence, and structure of the text itself. English-lit nerds can no doubt spend oodles of time enjoying the meatiness and rhythm of his writing, but I think for the majority of English speaking people in the modern world, Shakespeare-as-written is often too much of an obstacle in the way of “just enjoying” some truly excellent stories, especially when adapted into more modern settings where it feels very out of place (like the Ralph Fiennes Coriolanus, or Ethan Hawke Hamlet).