Joker was a top grossing movie and won two Oscars. Although that one is a special case.Your user name checks out.
We've kind of been talking about that up thread. Have the Oscars changed or have tastes changed? I'd say it's a little bit of both. You say you haven't heard of the films from 2010 on? Well, what would you nominate from that period. I'd imagine that for the most part, they would be the types of movies that the Academy has avoided for its entire history. I would argue that you have likely changed a bit as a film viewer. Perhaps you're a bit less adventurous. Because even as far back as last year, they were nominating Scorsese films and Tarantino films and Spielberg films. It's not like these are obscure filmmakers.
But also, the film landscape has changed. The middle has been surgically removed from cinemas. But more importantly, the movies Hollywood is spending money on making are not movies worthy of Oscars, in my opinion. The most expensive movie of 2000 was Mission Impossible II (which falls more in line with what's happening today), but the second most expensive movie was Gladiator. In 2019, the second most expensive movie was Star Wars: The Rise of Skywalker. No one is shelling out 250 million dollars to make an original movie that would get the attention of the Academy anymore. 2003 was the last time that one of the Top Grossing movies won an Oscar and there have been only 2 nominees that have been on the Top Grossing movies list since 2009. Again, I ask is the problem the Oscars or is the problem the industry?