Clark was, as prosecutors noted in their memo arguing for the two-decade sentence, more than a lieutenant on the Silk Road. He served as the site’s security consultant, PR adviser, and even a kind of executive coach and friend to the site’s boss, Ulbricht. Clark, who Ulbricht initially encountered as a marijuana seeds dealer on the market, was “the biggest and strongest-willed character I had met through the site thus far,” Ulbricht wrote in his journal.
“He has advised me on many technical aspect of what we are doing, helped me speed up the site and squeeze more out of my current servers,” Ulbricht wrote. “He also has helped me better interact with the community around Silk Road, delivering proclamations, handling troublesome characters, running a sale, changing my name, devising rules, and on and on. He also helped me get my head straight regarding legal protection, cover stories, devising a will, finding a successor, and so on. He’s been a real mentor.”
Clark was pivotal in key moments of the Silk Road’s history—including a particularly dark incident when he and Ulbricht resorted to violence, which loomed large in Clark’s sentencing. Clark played a crucial role in convincing Ulbricht that it was necessary to commission the murder of one of his employees who he believed had betrayed him and stolen bitcoins from the market. “At what point in time do we decide we’ve had enough of someones shit and terminate them?” Clark wrote to Ulbricht at one point following the discovery of the theft, as recorded in chat logs that were recovered from Ulbricht’s computer after his arrest. “We’re playing with big money with serious people, and that’s the world they live in.”
After Ulbricht agreed to have the staffer killed—in a bizarre turn, his death was instead faked by US federal agents investigating the Silk Road—Clark told Ulbricht that he had made the right move. “If you had balked, I would have seriously re-considered our relationship,” he wrote. “We’re playing for keeps, this just drives it home. I’m perfectly comfortable with the decision, and I’ll sleep like a lamb tonight, and every night hereafter.”
Countering Clark’s claims of interest in “harm reduction,” assistant US attorney Michael Neff pointed to those comments as evidence of Clark’s “complete disregard for human life,” as he put it in Tuesday’s sentencing hearing. For Clark, “the question of whether to end another man’s life was simple and stress-free,” Neff told the judge in the prosecution’s sentencing statement.
In his own remarks, Clark didn’t comment on that murder-for-hire conversation—which he at one point claimed had been fabricated by Ulbricht but later conceded was real. Instead, he focused on his benevolent intentions in running the Silk Road, which he argued had saved thousands of lives through its prevention of overdoses from adulterated drugs. At the same time, he acknowledged that at least six people named by prosecutors had in fact overdosed and died from Silk Road narcotics.
“If the Silk Road hadn’t existed, would those people be alive today? Probably yes,” Clark said. “Did we save thousands of lives? Yes, but we took some too.”