While a teenager, O’Rourke acknowledged in an exclusive interview, he belonged to the oldest group of computer hackers in U.S. history.

The hugely influential Cult of the Dead Cow, jokingly named after an abandoned Texas slaughterhouse, is notorious for releasing tools that allowed ordinary people to hack computers running Microsoft’s Windows. It’s also known for inventing the word “hacktivism” to describe human-rights-driven security work.

There is no indication that O’Rourke ever engaged in the edgiest sorts of hacking activity, such as breaking into computers or writing code that enabled others to do so. But his membership in the group could explain his approach to politics better than anything on his resume. His background in hacking circles has repeatedly informed his strategy as he explored and subverted established procedures in technology, the media and government.

“There’s just this profound value in being able to be apart from the system and look at it critically and have fun while you’re doing it,” O’Rourke said. “I think of the Cult of the Dead Cow as a great example of that.”

An ex-hacker running for national office would have been unimaginable just a few years ago. But that was before two national elections sent people from other nontraditional backgrounds to the White House and Congress, many of them vowing to blow up the status quo.