The WikiLeaks Mole

In person, Siggi’s doughy shape and boyish smile make him seem less than menacing – unless you’re another one of the world’s most dangerous men, Julian Assange. Four years ago, just as WikiLeaks was winning international notoriety, the then-17-year-old hacking prodigy became Assange’s youngest and most trusted sidekick. “It was like Batman and Robin,” says Birgitta Jónsdóttir, a former WikiLeaks volunteer and member of the Icelandic parliament. But as Assange became more embattled and besieged, the protégé turned on his mentor in the most shocking of ways: becoming the first FBI informant inside the group.

Siggi’s story of international espionage and teenage high-roller antics plays like James Bond meets Superbad, starring a confounding mash-up of awkward man-child and balls-out tech savant. And his tale reveals not only the paranoia and strife within WikiLeaks, but just how far the feds were willing to go to get Assange.

Siggi still lives with his parents in a nondescript high-rise, sitting at his computer in a bedroom lined with stuffed animals, including an orangutan-size Garfield he bought for $2,000. But his jet-black Mercedes ML350 is parked outside, which, along with his recent conviction for sexual misconduct against a 17-year-old boy (he says the relationship was consensual), speaks to his bizarre double life.

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