Ross Ulbricht

Ross William Ulbricht (; born March 27, 1984) is an American who created and operated the illegal darknet market Silk Road from 2011 until his arrest in 2013. Silk Road was an online marketplace that facilitated the trade in narcotics and other illegal products and services. Sales were anonymous, using bitcoin. It operated as a hidden service on the Tor network. Ulbricht ran the site under the pseudonym "Dread Pirate Roberts" after the fictional character from '' The Princess Bride.''

In October 2013, the Federal Bureau of Investigation (FBI) arrested Ulbricht and took Silk Road offline. In 2015, he was convicted of engaging in a continuing criminal enterprise, distributing narcotics by means of the internet, conspiracy to commit money laundering, conspiracy to traffic fraudulent identity documents, and conspiracy to commit computer hacking. He was sentenced to double life in prison plus 40 years without the possibility of parole. Many decried the sentence as excessive, most notably members of the Libertarian Party and the "Free Ross" movement. Ulbricht's appeals to the U.S. Court of Appeals for the Second Circuit in 2017 and the U.S. Supreme Court in 2018 were unsuccessful. After serving 12 years, he was released from prison in January 2025, when he received a full and unconditional pardon from U.S. President Donald Trump.

Early life

Ulbricht was born and raised in Austin, Texas. He was a Boy Scout, attaining the rank of Eagle Scout.Segal, David.
Eagle Scout. Idealist. Drug Trafficker?
" ''The New York Times''. January 18, 2014. Retrieved on June 10, 2015. He attended West Ridge Middle School and Westlake High School both in the Eanes Independent School District in the suburbs of Austin, graduating from high school in 2002.Man with Austin ties charged with running vast underground drugs website

Archive
. ''Austin American-Statesman''. October 2, 2013. Retrieved on June 14, 2015.

Ulbricht attended the University of Texas at Dallas on a full academic scholarship and graduated in 2006 with a bachelor's degree in physics. Ulbricht received an additional scholarship to attend Pennsylvania State University, where he was in a master's degree program in materials science and engineering and studied crystallography. By the time Ulbricht graduated from his master's degree program, he had become interested in libertarian economic theory and adhered to the political philosophy of Ludwig von Mises, supported Ron Paul, promoted agorism, and participated in college debates to discuss his economic views.Dewey, Caitlin.
Everything we know about Ross Ulbricht, the outdoorsy libertarian behind Silk Road
". ''Washington Post''. October 3, 2013. Retrieved on June 15, 2015. Ulbricht graduated from Penn State in 2009 and returned to Austin. He tried day trading and started a video game company, but neither venture succeeded. He eventually partnered with his friend Donny Palmertree to help build an online used bookseller, Good Wagon Books.

Silk Road

Palmertree, cofounder of Good Wagon Books, eventually moved to Dallas, leaving Ulbricht to run the bookseller by himself. Around this time, Ulbricht began planning Silk Road (initially called Underground Brokers). In his personal diary, he outlined his idea for a website "where people could buy anything anonymously, with no trail whatsoever that could lead back to them". Ulbricht's ex-girlfriend said, "I remember when he had the idea ... He said something about ... the Silk Road in Asia ... and what a big network it was ... And that's what he wanted to create, so he thought it was the perfect name." Ulbricht alluded to Silk Road on his public LinkedIn page, where he discussed his wish to "use economic theory as a means to abolish the use of coercion and aggression amongst mankind" and claimed, "I am creating an economic simulation to give people a first-hand experience of what it would be like to live in a world without the systemic use of force."

Silk Road ran as an onion service on the Tor network, which implements data encryption and routes traffic through intermediary servers to anonymize the source and destination Internet Protocol addresses. By hosting his market as a Tor site, Ulbricht could conceal the server's IP address and, thus, its location. Bitcoin, a cryptocurrency, was used for transactions on the site. While all bitcoin transactions were recorded in a public ledger called the blockchain, users who avoided linking their legal names to their cryptocurrency wallets were able to conduct transactions with considerable anonymity. Ulbricht used the "Dread Pirate Roberts" username for Silk Road, although it is disputed whether only he used that account. He attributed his inspiration for creating the Silk Road marketplace to the novel '' Alongside Night'' and the works of Samuel Edward Konkin III.

Arrest and trial

Initial arrest

Law enforcement broke Silk Road's cover in a number of ways. A drug agency investigator infiltrated the site and became an admin, gaining inside information about the site operations. He found Ulbricht's chats showed Pacific time, narrowing down his likely location. Law enforcement seized a Silk Road server in Iceland. Ulbricht was connected to "Dread Pirate Roberts" by Gary Alford, an Internal Revenue Service investigator working with the Drug Enforcement Administration on the Silk Road case, in mid-2013. The connection was made by linking the username "altoid", used during Silk Road's early days to announce the website, and a forum post in which Ulbricht, posting under the nickname "altoid", asked for programming help and gave his email address, which contained his full name. On October 1, 2013, the FBI arrested Ulbricht at the Glen Park branch of the San Francisco Public Library and accused him of being the "mastermind" behind the site.

To prevent Ulbricht from encrypting or deleting files on the laptop he was using to run the site as he was arrested, two agents pretended to be engaged in a quarrel to cause a commotion. Once Ulbricht was sufficiently distracted, according to Joshuah Bearman of ''Wired'', several agents quickly moved in to arrest him while another agent grabbed the laptop and handed it to agent Thomas Kiernan. Kiernan then inserted a flash drive into one of the laptop's USB ports, with software that copied key files. Ulbricht was ordered held without bail.

Court proceedings

On February 4, 2014, Ulbricht was charged with engaging in a continuing criminal enterprise, narcotics conspiracy, conspiracy to commit money laundering, and conspiracy to commit computer hacking. On August 21, 2014, a superseding indictment added three additional charges. The trial began on January 13, 2015.

Federal prosecutors alleged that Ulbricht had paid $730,000 in murder-for-hire deals targeting at least five people, because they purportedly threatened to reveal the Silk Road enterprise. Prosecutors state that no contracted killing ever actually occurred. Ulbricht was not charged in his trial in New York federal court with this offense, although some evidence was introduced at trial supporting the allegations. The district court found by a preponderance of the evidence that Ulbricht probably sent messages inquiring about such orders. The possibility that Ulbricht might have commissioned hits was considered by the judge in sentencing Ulbricht to life and was a factor in the Second Circuit's decision to uphold the sentence. Ulbricht was separately indicted in federal court in Maryland on a single related charge, alleging that he contracted to have one of his employees (a former Silk Road moderator) killed. Prosecutors ultimately moved to drop this indictment as it was lacking in substantive evidence and after his New York conviction on other charges became final.

Conviction and sentence

On February 4, 2015, Ulbricht was convicted on all counts after a jury trial that had taken place in January 2015. On May 29, 2015, he was sentenced to double life imprisonment plus 40 years, without the possibility of parole. Ulbricht was also ordered to pay about $183 million in restitution, based on the total sales of illegal drugs and counterfeit IDs through Silk Road. Following his conviction, two of the federal agents who participated in the investigation were arrested and charged with wire fraud and money laundering. As the corruption was never mentioned at his trial, Ulbricht unsuccessfully used it as an argument when appealing for a new trial.

Post-conviction

Incarceration

During his trial, Ulbricht was incarcerated at the Metropolitan Correctional Center, New York. Starting in July 2017, he was held at USP Florence High. His mother, Lyn, moved to Colorado so she could visit him regularly. Ulbricht was later transferred to USP Tucson.

Appeal attempts

Ulbricht appealed his conviction and sentence to the U.S. Court of Appeals for the Second Circuit in January 2016, claiming that the prosecution illegally withheld evidence of DEA agents' malfeasance in the investigation of Silk Road, of which two agents were convicted. Ulbricht also argued his sentence was too harsh. Oral arguments were heard in October 2016,
United States v. Ulbricht
'', 858 F.3d 71 (2d. Cir. 2017) and the Second Circuit issued its decision in May 2017, upholding Ulbricht's conviction and sentence in an opinion by Judge Gerard E. Lynch. In a 139-page opinion,Cassye M. Cole & Harry Sandick
A Long Journey Through "Silk Road" Appeal: Second Circuit Affirms Conviction and Life Sentence of Silk Road Mastermind
, Patterson Belknap Webb & Tyler LLP, ''Lexology'' (June 8, 2017): "At trial, the government presented evidence that Ulbricht conspired to engage in multiple murders for hire to protect Silk Road's anonymity. Ulbricht was not charged with these offenses. ... At sentencing, in its Pre-Sentence Investigation Report, the U.S. Probation Office referenced the five commissioned murders, as well as six drug-related deaths connected with Silk Road. On May 29, 2015, the district court sentenced Ulbricht to life in prison, pursuant to the guidelines advisory sentence range, and based on the recommendation of the U.S. Probation Office. ... While the Court recognized that a life sentence for selling drugs was rare and could be considered harsh, the facts of this case involved much more than routine drug dealings—namely that Ulbricht commissioned at least five murders for hire and did not challenge those murders on appeal." the court affirmed the district court's denial of Ulbricht's motion to suppress certain evidence, affirmed the district court's decisions on discovery and the admission of expert testimony, and rejected Ulbricht's argument that a life sentence was procedurally or substantively unreasonable.

In December 2017, Ulbricht filed a petition for ''certiorari'' with the U.S. Supreme Court, asking the Court to hear his appeal on evidentiary and sentencing issues. Ulbricht's petition asked whether the warrantless seizure of an individual's internet traffic information, without probable cause, violated the Fourth Amendment, and whether the Sixth Amendment permits judges to find facts necessary to support an otherwise unreasonable sentence. Twenty-one amici filed five ''amicus curiae'' briefs in support of Ulbricht, including the National Lawyers Guild, American Black Cross, Reason Foundation, Drug Policy Alliance, and Downsize DC Foundation. The U.S. government filed a response in opposition to Ulbricht's petition. On June 28, 2018, the Supreme Court denied the petition, declining to consider Ulbricht's appeal.

In a 2020 '' Vanity Fair'' article, it was asserted that Ulbricht had rejected a plea deal that would have potentially given him a decade-long sentence, stating that "According to more than a dozen investigators and attorneys involved in the case ... Ulbricht's sentence could have been a lot less severe." However, while Assistant U.S. Attorney Timothy Howard, who was co-responsible for prosecuting the case, stated that a plea deal with a mandatory minimum of 10 years was "discussed at the final pretrial conference on December 17, 2014", the maximum sentence of life imprisonment was strongly recommended based on the sentencing guideline and testified that "no such plea offer was ever extended to Ross William Ulbricht, or conveyed to his then-counsel" before Ulbricht's indictment.

Calls for commutation

Ulbricht's conviction became a ''cause célèbre'' in American libertarian circles. After Ross's arrest, his mother, Lyn Ulbricht, initiated a campaign for a sentence review and early release. The "Free Ross" movement quickly spread through social media, merchandise, and a petition with over 600,000 signatures. Over the years, the campaign found support from libertarian politicians, prison reform advocates, and members of the cryptocurrency community, who view Ulbricht as a Bitcoin pioneer who helped spread Bitcoin use through his website. In May 2022, the Libertarian Republican Congressman Thomas Massie called for a commutation of Ulbricht's conviction. The libertarian-oriented Reason Foundation attempted to raise funds, citing Ulbricht's case, without taking any legal action, and 2020 Libertarian Party presidential candidate Jo Jorgensen made a campaign pledge to pardon Ulbricht.

In May 2024, candidate Donald Trump said that if re-elected President, he would commute Ulbricht's sentence on his first day in office. ''Wired'' magazine, reporting from a 2024 Bitcoin conference in Nashville, said that clemency for Ulbricht had become a single-issue voting concern among many cryptocurrency supporters. In the November 2024 issue of ''Reason'' magazine, the 2024 Libertarian nominee for president, Chase Oliver, said, "I would like to see rump if he were elected, commute Ross Ulbricht's sentence. Frankly, if I were president, I would give him a full pardon."

Silk Road assets and Bitcoin

In 2021, Ulbricht's prosecutors and defense agreed that Ulbricht would relinquish any ownership of a newly discovered fund of 50,676 Bitcoin (worth nearly $5.35 billion in 2025) seized from a hacker in November 2021. The Bitcoin had been stolen from Silk Road in 2013, and Ulbricht had been unsuccessful in getting them back. The U.S. government traced and seized the stolen Bitcoin. Ulbricht and the government agreed the fund would be used to pay off Ulbricht's $183 million debt in his criminal case, while the Department of Justice would take custody of the Bitcoin.

Presidential pardon and release

On January 21, 2025, U.S. President Donald Trump granted Ulbricht a full and unconditional pardon, following a promise at the 2024 Libertarian National Convention. Trump said of the pardon in a Truth Social post:
"I just called the mother of Ross William Ulbricht to let her know that in honor of her and the Libertarian Movement, which supported me so strongly, it was my pleasure to have just signed a full and unconditional pardon of her son, Ross. The scum that worked to convict him were some of the same lunatics who were involved in the modern day weaponization of government against me. He was given two life sentences, plus 40 years. Ridiculous!" Ulbricht was released from a federal prison in Arizona that evening. Photos circulated on social media showing him reunited with his wife and family.

Trump's pardon of Ulbricht was criticized by some in the press. ''The Nation'' wrote of the pardon:
"It’s an especially telling irony given that Trump has also repeatedly advocated the death penalty for convicted drug dealers--and it’s doubtful anyone within the United States has trafficked in drugs on the scale that Ulbricht has."

Other ventures

Good Wagon Books

In 2010, Ulbricht partnered with his friend Donny Palmertree to help build an online used bookseller, Good Wagon Books. Following the departure of Palmertree, he continued to operate the business as CEO until March 2011.

2021 NFT sale

Ulbricht's family raised money for efforts to release him from prison via the decentralized autonomous organization ''FreeRossDAO'', which accepted donations from the public. In December 2021, the family auctioned a collection of his writings and artwork as an NFT, which FreeRossDAO bought for 1,442 Ethereum, worth about $6.27 million at the time.

Personal life

The son of Kirk and Lyn Ulbricht, Ross has a sister, Cally, who was residing in Australia at the time of his arrest, and a half-brother, Travis. His parents were reported to earn most of their income from renting out beachside vacation homes in Costa Rica. During his incarceration, his mother became a prominent campaigner for his release.

While studying at the University of Texas, Ulbricht reportedly became engaged. However, he ended the relationship after discovering that his girlfriend had cheated on him with a close friend. During his graduate studies at Penn State, he began a relationship with Julia Vie, then a freshman student at the university. Vie moved with Ulbricht to Austin after he received his master's degree, but she stated that his lack of interest in social activities while he was building Silk Road led to their breakup. In an effort to rekindle the relationship, she visited him in San Francisco shortly before his arrest.

Ulbricht is married. Following his release from prison, he expressed gratitude to his mother and wife for their efforts in campaigning for his freedom. Ulbricht identifies as a libertarian.

In popular culture

* ''Deep Web'', a 2015 documentary film chronicling events surrounding Silk Road, bitcoin, and the politics of the dark web, including Ulbricht's trial.

*''Silk Road—Drugs, Death and the Dark Web'', a documentary covering the FBI operation to track down Ulbricht and close Silk Road. The documentary was shown on UK television in 2017 in the BBC ''Storyville'' documentary series.

*''Silk Road'', a 2021 American film directed by Tiller Russell. It follows Ulbricht's creation of the website and the FBI and DEA investigations. Ulbricht is portrayed by American actor Nick Robinson.

See also

* Variety Jones and Smedley – pseudonyms of people reported to have been closely involved with Silk Road's founding
* USBKill – kill-switch software created in response to the circumstances of Ulbricht's arrest

External links

RossUlbricht.com
– Ross Ulbricht's personal website

References

{{DEFAULTSORT:Ulbricht, Ross
1984 births
Living people
21st-century American criminals
American cybercriminals
American drug traffickers
American founders
American libertarians
American people convicted of money laundering
American prisoners sentenced to life imprisonment
Dark web
Penn State College of Engineering alumni
People associated with Bitcoin
People from Austin, Texas
People pardoned by Donald Trump
Prisoners sentenced to life imprisonment by the United States federal government
University of Texas at Dallas alumni
Westlake High School (Texas) alumni