The Room wouldve been considered a masterpiece if it was made in the 30s
People mainly criticize the acting and the script. So I'm going to compare it to Gone With The Wind from 1939, which is considered to be one of the greatest movies ever made.
But first, let's compare acting to art, as in paintings. The point of art used to be to paint something that looks real like a photo, but now it's just to paint something that looks beautiful. Acting is sort of the opposite. The point of acting now is to be convincing, but it used to be just about showing emotions.
Look at Vivien Leigh in Gone With The Wind. She won an Oscar for Best Actress. She screamed and cried a lot, but she didn't deliver one line convincingly. She was extremely bland. If someone acted like her today, she'd be considered a terrible actress.
So if Tommy Wiseau gave that exact performance in the 30s, he would've been considered a great actor, just because he shows a lot of emotion. The scene where he says "You're tearing me apart Lisa" would be considered a powerful and heartbreaking scene.
As for the script, everyone criticizes the movie for making no sense. They say it's just a bunch of random subplots being introduced but never resolved, with a love story in the background. That's true, but that's pretty much what Gone With The Wind is. A whole bunch of random stuff happened to Vivien Leigh's character throughout the film, lots of it was never resolved, and there was a stupid and simple love story in the background.
And everyone says the dialogue is ridiculous, which is true, but that's pretty much how they spoke in the 30s. If "Frankly my dear, I don't give a damn" was first said in a modern movie, it would sound just as ridiculous as "Leave your stupid comments in your pocket".
So basically, I think Tommy Wiseau is very unlucky he was born in the wrong decade. He's a 30s man stuck in the 21st century. If The Room was released in the 30s, it would've been considered one of the greatest and most influential movies ever made. It would've been one of the highest grossing movies of all time. It would've won so many Oscars. It would've been considered a classic. It would've been studied in film school. Many film makers would've cited it as their inspiration. It would've been high on the IMDb Top 250. It would have at least 90% on Rotten Tomatoes. It would've been on many AFI lists, including "You're tearing me apart Lisa" on 100 Movie Quotes. And Tommy Wiseau would've been considered one of the greatest actors of all time.
For the record, I think The Room is hilariously awful, but so is Gone With The Wind. I have no idea why it's considered to be one of the greatest movies ever made.