Gus Van Sant is certainly one of the most curious figures in contemporary American cinema.  He pioneered a very specific breed of indie filmmaking before it even had a name, but his forays into mainstream cinema have alternated between clever successes and embarrassing failures.  He gives some of the oddest interviews in Hollywood (compared to him, David Lynch is a downright pedestrian chit-chatter), and he's as dedicated to constant reinvention -- or at least refinement -- as anyone in the industry.  And his career would seem downright schizophrenic if it weren't so marked by intensely personal qualities; he's done everything from big, Oscar-baiting biopics (such as Milk, his take on the rise and demise of openly gay San Francisco politician Harvey Milk) to small, artsy, improvised tales with almost no commercial potential.  He's equally capable of having his characters spout unadulterated Shakespeare and having them say nothing at all for endless minutes of screen time, and make both choices seem perfectly natural.  He has a curiously critical eye towards his own work -- that is to say, it's not curious that he is self-critical, but rather it's curious how much he talks like a film critic; many of his longer discussions with journalists have sounded more like a well-informed film critic discussing Gus Van Sant's work than it does a director talking about himself.  His stabs at mainstream credibility have yielded decidedly mixed results; his successes have been noteworthy (see below), but his failures, especially flattened-out duds like Finding Forrester and Good Will Hunting, and an utterly pointless remake of Psycho, have been spectacular.  Through it all, he's remained one of the film industry's hardest men to figure out, but it seems no one ever tires of watching what his next move will be.  Here's five of our favorites by the Prince of Portland.

MY OWN PRIVATE IDAHO (1991)

Mala Noche was the movie that made the underground sit up and take notice of Gus Van Sant's talent; Drugstore Cowboy won over the burgeoning indie world and made him a critic's darling.  But the daring, explosively risky My Own Private Idaho was the movie that convinced me that I was seeing the work of an American genius in the making.  The story of two sad, sincere male hustlers (played by River Phoenix and Keanu Reeves), it blended elements of Shakespearean drama, class warfare, transgressive queen cinema, and pure street poetry in a way that so clearly shouldn't have worked that it's downright amazing how well it did.   Van Sant crammed the movie with real characters from his beloved Portland and made an intensely personal film that nonetheless hit everyone who saw it right where they lived.

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Sam Adams writes in The Los Angeles Times that Gus Van Sant sees his new film, Paranoid Park, as "a transitional film, moving him once again toward the mainstream." The first thing to say about this is that, compared to the so-called "Death Trilogy" of films that Van Sant has made since 2002 (Gerry, Elephant, and Last Days) while under the influence of director Bela Tarr, he may be right. The second thing is that Van Sant's notion of the mainstream and Michael Bay's may barely be on speaking terms. It's not clear that it has all that much in common with the Van Sant of Good Will Hunting or Finding Forrester, either. The new movie differs from his other recent work in that it had an honest-to-goodness script (based on Blake Nelson's young adult novel). But as Mike D'Angelo noted here recently, it has many of the trademarks of Van Sant's forays into experimental filmmaking: nonlinear storytelling, long, long takes, even oddball music choices. The teenage skateboarder hero, who is carrying a secret that's killing him inside, strolls down a high school corridor on his way to a sit-down meeting with a police detective as Billy Swan's lovably woozy "I Can Help" ("It would sure do me good/ To do you good") wobbles on the soundtrack.

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