Finding Compelling Characters
Actor-turned-director Alex Winter talks the tech documentary rabbit hole and his forthcoming project, on Frank Zappa
Alex Winter may be best known for the big screen “excellent adventures” he and Keanu Reeves got themselves caught up in as the time-traveling metalhead duo of Bill S. Preston, Esquire, and Ted Logan.
Acting in Bill & Ted-style romps, though, just isn’t the kind of thing that interests Winter anymore. And since putting acting behind him in the ’90s, Winter has re-emerged in recent years as a documentary filmmaker. He’s drawn to cerebral projects with big, important themes at their core, projects that let him tell the stories of misunderstood and often difficult men.
It’s a career turn that might seem unexpected, but for the fact Winter always preferred working behind the camera to standing in front of it. Fresh out of film school at New York University, for example, he happily wrote and directed commercials, and he’s continued to do that kind of thing—helming TV spots and a variety of episodic shows—throughout his career.
At the moment, he’s busy writing an hour-long drama for the Hulu streaming service—the details of which he’s keeping under wraps for now—in addition to starting work on his next documentary. With a working title of, simply, Zappa, it will examine the life of the idiosyncratic, outspoken artist and musician Frank Zappa.
Planned for release in late 2017, at the earliest, the film will follow earlier Winter docs in presenting the stories of figures like Napster co-creator Shawn Fanning and Silk Road mastermind Ross Ulbricht.
“I’m always looking for a theme,” says Winter, whose previous documentary, Deep Web, headed to iTunes and other digital outlets September 1.
The film gives viewers a look at the seedy underground of cyberspace, the hidden corners where Google’s engine doesn’t crawl and where privacy advocates—and criminals—roam free. Telling the deep web story takes audiences everywhere from the rise of Bitcoin to the morally fraught landscape of the Silk Road black market.
In an interview with Paste, Winter explains that his hunt for new stories tends to start with interest in a theme and a central character or “constellation of characters”—as with his 2013 documentary, Downloaded, which focused on Napster and its co-founder, Fanning.
“The Napster case was about a naive, brilliant computer genius, Shawn Fanning, and the constellation of characters around him making Napster happen,” Winter says. “But I was mostly interested in Shawn—as a moralist, humanist, someone who wanted to bring people together online, yet he created something so many people hated and vilified.
“And then with Ross Ulbricht, it doesn’t get more paradoxical than that. We don’t know anything about him. There’s this duality between whether he was the [Silk Road creator] Dread Pirate Roberts or this extremely pacifistic, community-oriented person who wanted to use technology to create a large-scale, anonymous community and yet is facing the rest of his life in jail without parole. That was so compelling.”
With two projects that took him down the tech rabbit hole, Winter looked for something different in considering his next film. He and producing partner Glen Zipper began discussing potential subjects.