But as all too frequently happens in Hollywood, "creative differences" arose. Van Sant left the project to make an extremely commercial name for himself with Good Will Hunting, the 1997 film that made Matt Damon and Ben Affleck household names and won co-star Robin Williams a Best Supporting Actor Oscar. Ironically, it was Williams who was supposed to play Harvey Milk when Van Sant had been attached to Castro Street.
The project then drifted along in "development hell" for many years afterward — years in which Van Sant went from a successful run at commercial filmmaking (climaxing in the Sean Connery vehicle Finding Forrester) all the way to the furthest fringes of the avant-garde (with his shot-by-shot, color remake of Psycho; Elephant, his non-star rendering of the Columbine massacre as a kind of conceptual art piece: and his skateboarder epic Paranoid Park). Now, Van Sant comes full circle with Milk, a straightforward, neo-Sidney Lumet docudrama, based on a script by 29-year-old screenwriter Dustin Lance Black, conceived independently of the now-dormant Castro Street project. As someone who has spent the better part of his life involved in gay activism, to say that I found Milk moving is an understatement. Genuinely political Hollywood films are rare; gay activist Hollywood films are virtually non-existent. Milk is both. It's also a film whose emotions and ideas speak directly to every audience regardless of political commitment or sexual orientation.
L.A. Weekly: It looks like, after all these years, you've finally made the film you always wanted to make about Harvey Milk.
Gus Van Sant: Well, The Mayor of Castro Street wouldn't have been like this. If I'd gotten its screenplay the way I'd have liked back then, it really wouldn't have resembled Lance's much at all.
At the time, you said the thing that most interested you about the story was the idea of this guy who had a camera shop in the Castro and all these friends and became involved in politics. It was also about the birth of the Castro as a gay mecca.
L.A.: You said you'd remembered when the Castro went from hippie to gay overnight.
Van Sant: Did you ever read any of those other scripts?
Van Sant: There were a ton of them. They always included the Castro, but to varying degrees. Becky Johnston wrote mine initially. I wrote a really wacky one later on that resembled a Charlie Kaufman movie.
L.A.: Was that was the one I heard about with the giant Twinkie walking down the street?
Van Sant: Yes, that was it. It was all about the "junk food" that the defense claimed drove Dan White to kill. When he committed the murders, we had him go into this hallucination-possessed-blackout mode. He was dressed as the Twinkie Sheriff; he shot Moscone, who was Mayor McCheese, and Harvey was Ronald McDonald.
L.A.: When Craig Zadan and Neil Meron started out, this was going to be the first big gay Hollywood movie. Rob Epstein and Jeff Friedman's The Times of Harvey Milk had won the documentary Oscar, but a narrative drama could go into the story more intimately.
Van Sant: Yes, but the main problem with The Mayor of Castro Street was that delving into Dan White's psyche took away screen time for anything else you'd want to do. Oliver was so monolithic in those days. "Why did Dan do it?" That's what he wanted to know. Not the history of the Castro and the blossoming of Harvey Milk.
L.A.: Wanting to get at the truth about the murders is all well and good, but ultimately no explanation will satisfy anyone. I was glad your film didn't try to do that, and also that you set Dan White at some remove from the homophobia of [anti-gay activists] Anita Bryant and John Briggs. He had his own demons.
Van Sant: One of the details we came across in researching the film was that the redistricting that made Harvey Milk a supervisor after so many failed attempts created a new board completely different from what had been before. The city didn't even have an integrated police force back then. So, when Harvey showed up, it was the first time anyone had broken though the ranks of professional conservative, white, straight, Catholic politicians. Dan was the one straight white Catholic man witness to "anarchy" in the supervisor chambers, and for him it was too much.
L.A.: In the film, Harvey states that he thinks Dan may be a closet case: "I think he's one of us."
Van Sant: That's his theory, and he says "Just a theory." His friends say "No, no, no." And it is just a theory.
L.A.: Harvey liked to joke with people, get into a lot of back and forth, and charm them that way. Dan White seemed incapable of dealing with that. If he can't get what he wants, he doesn't know what to do. That scene where he's drunk and crying in front of Harvey makes him sympathetic to a degree. But the way things were going, even if Harvey hadn't come along, he would have had a hard time.
Van Sant: That's true. Politics was something Dan White wasn't good at. Politicians are strange, don't you think?
L.A.: I get the impression this production came together fairly quickly.
Van Sant: The first time I saw the script was May 2007. We finally started shooting on January 15, 2008. So it took awhile. We were happy, but we wanted it to be instantaneous. There was some idea of shooting it in August 2007. We weren't sure if The Mayor of Castro Street was going to start at the same time.
L.A.: After you left that project, Stone moved on, too, and it went back into development. When last heard from, it was going to be directed by Bryan Singer. But Singer got hung up on Valkyrie and when Milk went into production, Zadan and Meron finally pulled the plug.
Van Sant: It was funny, because Sean wanted us to promise him that we weren't going to be shooting in City Hall or even San Francisco, while another film was being made about Harvey Milk — only for his own psyche.
L.A.: Did he have any directorial input?
Van Sant: Sean didn't want to, because he knew it would be disastrous. We'd lose two or three hours in the morning because he had makeup to put on, and it didn't make us fall behind, but it made our shots kind of austere. Harris [Savides, Van Sant's frequent cinematographer] is happy shooting from one angle, but the studio was like, "How about some coverage?" And we said, "No we're not into coverage." But Sean said, "You can shoot with two cameras," because he has. I never have. Harris shoots with five cameras when he's working with Ridley Scott. But Universal offered it, and I liked it cause we were getting all this extra stuff. We had the same A.D. Sean had on Into the Wild, David Webb, and he said, "Hey, what happened to the Sean who'd show up two hours before the shoot?" And Sean just said, "Different guy." There's the actor guy and then there's the director.
L.A.: It's a very interesting project coming off of your whole "film as objet d'art" period, culminating in Paranoid Park. To me, the film of yours Milk most resembles is your first, Mala Noche.
Van Sant: Really?
L.A.: Because you're playing around with different kinds of film stocks, focal lengths.
Van Sant: Oh, yes. The cinema!
L.A.: So, next is the life of Ken Kesey?
Van Sant: There's a script being worked on by Dustin, but I don't know if it's next. Something else may come up first. I've learned that when it comes to movies, you never know.