It does in theory, but passing through many layers of curation and standing up to the tests of time increases the likelihood of classics being more successful compared to a randomly sampled movie. Not that wild of an idea.
On the other side, a movie that never got struck down at any point in history won't be dramatically subversive nor give something you wouldn't have got from any of the thousands of area optimized mixed-up versions that emerged from the classics.
As a modern viewer you won't get much more from Romeo and Juliet than from the Titanic.
In that respect, randomly sampling movies is underrated and should be the go to if you're trying to change your life.