Jake Gyllenhaal has become somewhat synonymous with beyond-brutal physical transformations for movies like Nightcrawler, and more recently (and even more brutally), for the role of boxer Billy Hope. But after crying three times over a first-draft script for Southpaw, he knew it was worth taking some punches for. He’s no masochist, but calls any work needed to tell the story of characters that fascinate him a joy. Gyllenhaal is the kind of actor who knows not only that his character bears a certain scar or walks a certain way, but why. He’s become known for going deep, and seems embarrassed and proud in equal parts about how seriously he takes his work; the same guy who’ll spend five months in a boxing ring or memorize an entire script just to sound as robotic as Louis Bloom will also tell you the best analogy for acting is Super Mario Brothers. Level One, to be specific. Though much has been made of his on screen metamorphoses, his most profound change in recent years is one we didn’t realize we were seeing. After coming to wide attention and critical acclaim in films like Donnie Darko and Brokeback Mountain, he found himself in the enviable position of being very young and very successful in Hollywood. That’s when everyone in the business will tell you exactly which projects and path will guarantee you a lucrative career. And that’s when Gyllenhaal stepped back and decided it was time to listen to his own voice about what he wanted to do and what his work would say about him. The results are sometimes perplexing (Enemy), or darkly comic (Nightcrawler), but always worth watching. And for Gyllenhaal, richly rewarding – the spoils being the experience, worldview and friendships he takes with him from every role. From Southpaw, he learned that a mere five pounds of pressure is all it takes to knock a guy’s brain against the side of his skull and put him down, if you know just where to land it. It’s the kind of instinct that told him just how to play one of the most touching and terrifying scenes in that film, and the same instinct that now guides the career he’s designing for himself. In this issue, Gyllenhaal discusses his work ethic, how he chooses and prepares for roles, and why he’d like to see someone else take a shot at playing them – really. It’s an esoteric conversation, but don’t worry; you’ll love it even if you’re not into Talking Heads, Bruce Springsteen or Wild Geese.