An electronic wiretap on Ross’ email would require a court order—but at that point there wasn’t probable cause to search the account. So they decided to use the physical surveillance to see if they could line up Ross’ Internet usage with DPR’s activity on Silk Road. The activity matched; DPR and Ross were in lockstep. Every time Ross turned on his computer, DPR logged on to Silk Road. When he closed it, DPR logged out. Over weeks, the pattern was consistent. At his house, in cafés, in the morning or late evening, Ross and DPR were electronically aligned. When DPR would say he was taking the afternoon off, physical surveillance would watch Ross going to the park with his housemate and her Chihuahuas, lying on the grass, and getting poison oak by climbing into a tree to pull some blue plastic from the branches.

Tarbell started planning. This would be a complicated operation, seizing the site’s bitcoins undetected, taking control of Silk Road, and placing FBI people abroad—at the machine in Iceland and at another in France. Tarbell was also worried they might accidentally tip off Ross. He even wondered why Ross hadn’t bolted already. Der-Yeghiayan, online as Cirrus, was in DPR’s inner circle and knew that he was feeling extreme pressure. Tarbell thought Ross was clearly smart enough to get out while he could. In fact, Force, as Nob, was actively encouraging DPR to flee. Force had been sidelined, but his final play was to convince the digital kingpin to meet him at some airport, under the guise of providing safe passage, and take him into custody. To juice DPR’s flight instinct, Force pointed out that were he to be caught, prison would not be a safe place.

Nob: You are like one of my family. But I have to tell you that i have had several people killed who were sent to jail. It is very easy and cheap.

But Ross wasn’t going anywhere. His hubris had only grown, based on his belief in Tor and his own intellect. He thought he was invincible. Even as warning signs flashed all around him and the Feds loomed on the horizon, Ross told a potential employee that they would never get caught. “Realistically,” he said, “the only way for them to prove anything would be for them to watch you log in and do your work.”

On the evening of September 28, the FBI’s surveillance team watched DPR log off as Ross stopped working, closed his computer, left the house with his housemates, and headed for the beach.

It looked like a brochure for San Francisco living, a group of kids sitting around a campfire at Ocean Beach beneath a crescent moon, listening to their friend Ross play his djembe. This was the first weekend of Indian summer, that glorious time in San Francisco when everyone ventures outside and you can sit in the sand within sight of Golden Gate Park and listen to the dark waves crash on the shore. Alex opened champagne, and Ross drank Tecates and drummed along with a dude playing “Wonderwall” on a guitar in the distance.

Toward midnight, the soiree was interrupted by three cops who told them to kill their fire. No bonfires after 11, they said. The group brought the party back to their house in Glen Park, drinking on the balcony. The guys in the next house over were on their balcony too, sharing some sangria, and passed a glass to Ross. He picked up Clementine, one of his housemate’s Chihuahuas, and cradled her in his scarf like a baby in a sling, toting her around while still drinking. Ross was blotto—the only time Alex saw him drunk—and smiling.

“Let’s go inside and jam,” Alex said. And jam they did, with Alex on the piano, Ross knocking his djembe again, and some other friends singing. The music settled into a hypnotically repeating melody, as late night jams do, until everyone drifted back to their rooms or out the door. “Ha,” Ross said, hand on his drum. “I can’t keep time.”

Online, Ross’ stewardship of Silk Road was also off-balance. He recorded his troubles in his log. Law enforcement was trying to infiltrate the forums. Some big vendors were getting busted. He was hemorrhaging money, starting with a government seizure of $2 million that May from Mt. Gox, the world’s biggest bitcoin exchange, where some key Silk Road accounts were held. Unrelated, Redandwhite convinced Ross to give him $500,000 and then disappeared. Even his friend Nob was still making veiled threats about how easy he would be to kill in jail.

Amid the chaos, DPR did talk to Libertas, one of his most trusted admins, about taking over Silk Road in case of emergency, but he never gave him server access. As he tried to keep his fingers in the dike, DPR confided his worries to Cirrus, who by the end of September was briefing a massive FBI team in San Francisco alongside Tarbell and Kiernan on the looming arrest of Ross Ulbricht.

If Ross knew the noose was tightening, he didn’t show it. In the days after the Ocean Beach party, he worked at his standing desk and called Julia in Austin, telling her he was going to visit in November. She sent him sultry photos, naked and dancing, as a preview. That Monday night, Ross wrote in his diary: “Had revelation about the need to eat well, get good sleep, and meditate so I can stay positive and productive.”

The dining room of the San Francisco Airport Marriott was nearly empty at 6 am on Tuesday, October 1, 2013, when Tarbell met Kiernan and Der-Yeghiayan for another mediocre breakfast. Tarbell hadn’t slept much since arriving in San Francisco two days earlier. He and his New York team were edgy, having been in position waiting on the right moment. There was, as usual, a bureaucratic complication. Silk Road was Tarbell’s case, but he and CY2 were visitors at the pleasure of the San Francisco FBI office, and it was their assistant special agent in charge who had, as cops say, “designed the arrest.”

In classic form, the local FBI wanted to mount a dramatic raid on Ross’ house. Tarbell didn’t like this idea. He was worried about repeating the mistake made during his first big cybercrime case, when they arrested a hacktivist named Jeremy Hammond in Chicago. There, a SWAT team charged into Hammond’s apartment throwing flash grenades, immediately alerting Hammond in the back room, who shut the lid of his laptop, encrypting it forever.

This kind of operation didn’t need SWAT, Tarbell thought. It required finesse. To prosecute a cybercrime you needed direct evidence, which centered around Ross’ machine. Tarbell wanted to get Ross in medias res, with “fingers on the keys,” as they say in the trade. Tarbell had read in DPR’s chats about how secure his system was, how one keystroke would erase it all. There was no margin for error. They needed complete surprise.

Still, the assault strategy remained in place. “Thank you for your input,” the local FBI supervisor had told Tarbell. “Now here is the plan.” There would be three SWAT teams, one for each floor of the house. They would hit at dawn, gaining “fluid entry.” They couldn’t promise, but they would try to catch Ross while he was online.

“These are the fastest SWAT teams,” the supervisor said.

“But it doesn’t matter,” Tarbell said. “No one is fast enough.”

The arrest had been scheduled already, but Tarbell kept asking to delay so that they could catch Ross at one of his cafés. They’d seen him out working once but didn’t have “assets in position.” Tarbell was granted one delay, but that was it.

“Your equity is used up,” the San Francisco chief said. “No more favors.”

The SWAT assault was scheduled for 5 am on Thursday. The entire tactical force—dozens of agents—had gathered at an FBI cybercrime facility an hour south in San Jose, prepping their final review.

Tarbell didn’t make it to San Jose. He and Der-Yeghiayan stopped by the San Francisco federal court building to amend the search warrant for Ross’ house. Kiernan and another officer were still in San Francisco as well, near Ross’ house in Glen Park. They had stayed in position, hoping, praying that Ross would come walking out that door with his laptop bag over his shoulder.

Tarbell decided to meet his team at Bello Coffee & Tea, a place Ross frequented just next to the Glen Park Branch Library. It was 1 pm. Sitting on the bench outside the café, Der-Yeghiayan went on Silk Road as Cirrus and saw that DPR was also logged in. Physical surveillance said Ross was still at home. Tarbell worried that in this leafy patch of San Francisco, he and his completely cop-looking crew, sitting around one laptop, would stand out. The group scattered and tried to act casual. Der-Yeghiayan went to a nearby market but then noticed his computer was nearly out of juice. So he went back to Bello, only to find the place full, with no free outlets. Tarbell returned to the bench, getting a chance to do some more worrying.

Halfway across the Atlantic, Yum was with the Icelandic authorities, poised to enter the Thor Data Center and “escalate privilege” over the Silk Road marketplace and bitcoin servers. Then the team in France would take over Silk Road’s redirect server. Tarbell barely noticed the pleasant afternoon, instead staring at his BlackBerry, monitoring the constant scroll of messages tethering this whole delicate operation together.

At 2:45 pm, Der-Yeghiayan saw DPR log off. A few minutes later, Tarbell heard from surveillance: They had eyes on Ross leaving his house. He was wearing jeans and his red sweater and walking east. And carrying his computer. “He’s on the move,” they said.

Holy fuck! Tarbell thought. He’s coming. CY2 scattered again, this time in a giddy panic, zigzagging for cover like in a game of hide-and-seek. Tarbell left Der-Yeghiayan, still holding his laptop, to head down the street in the direction of Ross’ house. He felt high from the adrenaline. He didn’t realize Ross was on top of their position. Tarbell was rereading Ross’ description from the surveillance team when he looked up and saw Ross heading directly toward him.

It felt like slow motion, coming face-to-face with the man he’d been tracking for months, resolving him from digital obscurity into a real live person walking up Diamond Street. Tarbell worried he’d get made. He was trying to act all Mister Undercover, but, Jesus, did he look like a cop. Ross walked right past him toward the café.

From across the street, Der-Yeghiayan saw Ross duck into Bello. This seemed promising; they’d been hoping he’d sit down somewhere and log on to Silk Road, giving them an opportunity for a red-handed arrest. But Ross quickly left. It was probably the lack of outlets, Der-Yeghiayan imagined, looking at his own computer, which now had only 22 percent battery power left. A scary number, as he had to be connected online to verify DPR’s presence. Ross walked into the library next door.

Oct 1, 2013 2:53 pm From: Chris Tarbell Subject: Re: Ross Ulbricht

By email, Tarbell alerted his team. That message cc’d the whole operational group, which was midbrief, preparing for their raid, when they learned that the little squad of out-of-towners had ventured off-piste and cornered their man in the Glen Park Library. “We got him,” Tarbell said when his supervisor called from New York. “I’ll call you back in 10 minutes.”

With Der-Yeghiayan’s dying laptop, they watched Ross log on as DPR, then navigate into the marketplace, then the forum, then the elite admin chat where Cirrus was waiting to say hello. Tarbell knew the chief down south had surely mobilized. Fifty tacked-out federal agents were racing up Highway 101.

The cavalry was coming, and Tarbell wanted to get Ross before sirens showed up.

Kiernan and another agent had been in the library when Ross walked in. He went right by them and continued unaware past the periodicals and reference desk, beyond the romance novels, and settled in at a circular table near science fiction, on the second floor. The other agent assessed the tactical landscape up there, which was tough: Ross was sitting in a corner, with a view out the window and his back toward the wall. There was no obvious approach. It was Kiernan’s job to get Ross’ laptop, and it looked tricky. “Your sole job is to get the laptop,” Tarbell had drilled Kiernan. “Get the laptop. That’s why you’re here. Get the laptop. And keep it alive.”

Tarbell and Der-Yeghiayan joined the action in the library, taking a spot on the stairs at a landing. Der-Yeghiayan was alarmed at how fast his battery was draining, but he kept communicating with DPR, making sure he logged in to the admin panel. Tarbell peered over the last step but couldn’t see much. Somewhere in the stacks was the other agent, but Tarbell wasn’t sure where. Everyone was communicating electronically, trying to coordinate, caught blind by the moment. Minutes ticked past. Der-Yeghiayan and DPR still chatted. His battery dropped further. Tarbell heard from the plainclothes surveillance team—they were in the library too. Tarbell didn’t know where exactly, because he didn’t know what they looked like. (Such is the very low profile kept by field surveillance.) A few miles away, the giant squad of SWAT teams was approaching San Francisco. All the local supervisors were in that armada, so technically Tarbell was in charge here on the ground. He took a deep breath and sent a message: “Let the guy run if you have to, but don’t let that computer close.” This was the moment. Tarbell didn’t know it, but the surveillance agents had designed a new arrest on the spot. He had no idea what would happen when he took a deep breath and told everyone: Go.

What unfolded next was a piece of improvisational theater. At 3:14 pm, DPR was typing away, writing to Cirrus. Just then, a middle-aged woman and man came toward Ross, ambling along in the kind of semihomeless shuffle you might often see in a San Francisco library. “Fuck you!” the woman yelled when they were directly behind Ross’ chair. As if they were a deranged couple about to fight, the man grabbed the woman by the collar and raised his fist.

Ross turned around for just a second, during which a hand reached across the table and grasped Ross’ Samsung. The petite, unassuming young Asian woman sitting across from Ross this whole time was, to everyone’s surprise, also an FBI agent. Ross lunged for his machine, a hair too late, as she turned like a quarterback for a quick handoff to Kiernan, who appeared out of nowhere—as instructed—to get the laptop. It took less than 10 seconds. From afar, Tarbell was astonished by the elegant choreography of the whole thing. It looked like the police procedural version of a tight jazz quartet.

While Ross was cuffed, Kiernan immediately sat down with Ross’ PC. It was open. He could see everything. The machine ID was Frosty. Ross was logged in to Silk Road as an administrator under an account called /Mastermind.

Kiernan also saw that Ross was torrenting some television. Of all things, he was downloading a segment from the previous night’s Colbert Report—an interview with Vince Gilligan, creator of Breaking Bad. The series finale had just aired, and Gilligan talked about the central theme of the show, how ordinary people are capable of terrible things. It took just two years for Walter White to turn from good-natured science teacher to liar, murderer, and master of a drug empire. Had Ross not been arrested he would have watched Gilligan say that yes, of course, Walter was doomed from the start. And everyone knew it but him.