Ok so Shakespeare wasn't considered high art in his time. He was making plays that weren't expected to last, that everyone would be able to see. They were considered incredibly violent and taboo during his era, and basically the exact kind of entertainment people who are weird about Shakespeare today would hate. His plays were literally made in writers rooms with people punching up eachothers scripts.
Because of this, I feel like the best modern equivalent to Shakespeare would be Quentin Tarantino. Someone who makes commercial art that's incredibly violent but also has a deeper meaning.
So imagine, if you will, 500 years from now, Quentin Tarantino is considered the most important artist in western history. Every highschooler in the 26th century will have to read at least one of his scripts in English class and have to analyze the themes. People will quote his movies because 21st century English sounds cool and poetic to them. People call him the bard unironically. There's a conspiracy about how it was secretly some tech ceo writing those movies because no commener could ever write the most famous scripts in American history.
High art and low are isn't real. It's just art the rich like and art the rich don't like.
My wife, Pulp Fiction Georg, who's seen the Tarinto film "Pulp Fiction" 10,000 times, watching a show in which the characters eat at a burger place: this is like Pulp Fiction