Rushmore was the first Wes Anderson film I saw, and I didn't think much of it the first time. I used to think that Royal Tenenbaums was Anderson's first good film. I thought Bottle Rocket wore its rookie status on its sleeve; I thought Rushmore was flawed; and I thought Tenenbaums finally showed that Anderson had honed his craft and he would start making great films. I then re-watched Tenenbaums and found it to be even more satisfying on additional viewings. I realized that Anderson had actually crafted one of those rare pieces of cinema that reveals itself more and more upon repeat viewings. So I of course decided to give Rushmore a second look.
Now that I've had a chance to see the DVD, I've had a much different experience viewing the film. Perhaps because I saw it on Pan and Scan VHS previously? Or perhaps because Anderson's vision requires an adjustment period?
Some people will never like Anderson's films. They simply will not appeal to those out there who want clichéd Hollywood fodder. Some people will love Anderson's films from the moment they see them. Others, like myself, will need to see the films more than once to truly appreciate them. Anderson breaks convention in ways no one has done before - One has to understand that his films are deep where most films are shallow, and shallow where most films are deep. This will throw A LOT of people off, as evidenced by many of the comments on the message boards. Anderson's films begin where others end. In Rushmore, we see Max's fall from grace, not his climb up to become head of every club in his school. In Tenenbaums, we see the aftermath of the child prodigies, not their glory years. Again, this will throw a lot of people off, and indeed I heard this criticism of Tenenbaums quite a lot. Anderson constructs the world of his films around a cinema storybook. They are episodic, told in chapters. Some will find Anderson at first glance to be a rather egotistical filmmaker, as I once did. However, upon second glance, you can begin to see the rich text woven deeper in the films that might be hidden beneath quirkiness or drastic breaks from convention. The first time I saw Rushmore, I felt shock, embarrassment and confusion (Mostly at Max and Rosemary's bizarre interaction). I was lost and unfamiliar with this world Anderson has created. The second time I saw the film I felt Passion, Love, Tragedy and ultimate Redemption. I found the heart in Anderson's film.
If you felt Rushmore was not all it could have been the first time you saw it, please give it another chance. You'll find which side you fall on.