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Tim Ferriss · 2021-02-22 · 2h 10m

Katie Haun on the Dark Web, Gangs, Investigating Bitcoin, and More | The Tim Ferriss Show

Former federal prosecutor Katie Haun on the Silk Road's corrupt agents, prosecuting gangs, and why blockchain cracked the case.

Katie Haun on the Dark Web, Gangs, Investigating Bitcoin, and More | The Tim Ferriss Show
The guest

Katie Haun — A general partner at Andreessen Horowitz who spent a decade as a federal prosecutor focused on fraud, cyber, and corporate crime. She created the government's first cryptocurrency task force, prosecuted the corrupt agents tied to the Silk Road, and serves on the boards of Coinbase and HackerOne.

The gist

Tim Ferriss interviews Katie Haun about her years as a federal prosecutor and her later pivot into crypto venture capital. She recounts the 'twist' of the Silk Road case in which she prosecuted two rogue federal agents who extorted Ross Ulbricht and stole bitcoin, explaining how blockchain's immutability made the convictions possible. The conversation covers prosecuting RICO cases against motorcycle and prison gangs, her mentor Will Frentzen, and her approach to building rapport with witnesses and defendants. The back half explores her education on bitcoin, NFTs, mobile payments, stablecoins, and the regulatory stakes for the US, plus personal stories about calling off an engagement and joining the Coinbase board.

Big reveals

  • Haun explains the Silk Road was a darknet site selling everything from fake passports to heroin and fentanyl, and clarifies she prosecuted the 'twist' of the case, not Ross Ulbricht himself.
  • An undercover federal agent codenamed 'knob' went bad, becoming a double agent who extorted Ross Ulbricht for hundreds of thousands in bitcoin while selling government investigation secrets under the persona 'death from above'.
  • Haun states 'but for the blockchain we would not have caught' the two corrupt agents, who otherwise would still be federal agents holding over a billion dollars in bitcoin.
  • A second rogue agent, a Secret Service agent on detail to the NSA, stole 25,000 bitcoin from the Silk Road (worth over a billion dollars today) and framed Ulbricht's right-hand man for it.
  • The tip that launched the investigation came from a lawyer and former investigative journalist who warned Haun that someone on the government payroll was moving cryptocurrency.
  • Haun's mentor Will Frentzen held Google in contempt of federal court over a murder case, refusing to back down even when a high-up Google contact called a political appointee to undo the motion.
  • Haun left her entire legal career, including offers to be a judge or law-firm partner, to join the Coinbase board during 'crypto winter,' a move friends thought was crazy.
  • To join the Coinbase board, Haun had to withdraw from consideration for high-level government posts she was already being vetted for via FBI background check.

Things worth remembering

  • Ferriss regularly worked out of the Glen Park library where Silk Road founder Ross Ulbricht (handle 'dread pirate roberts') was arrested, and assumes he sat near him many times.
  • IRS agent Gary Alford helped crack the case by finding a reference to Ulbricht's real name on the open web via Google.
  • Ulbricht's right-hand man, framed for the bitcoin theft, was a grandfather living in Utah.
  • About 95% of federal cases plead guilty, but Haun prepared every case as if it would go to trial because you never know which will.
  • Haun used a 'reverse proffer,' bringing defendants into her office to show them a sample of the evidence against them, prompting many to plead rather than go to trial.
  • Haun first heard of bitcoin around 2012 when her boss assigned her to investigate it as a 'criminal technology' the government wanted to stop.
  • A LeBron James NBA Top Shot video highlight sold for $70,000, and a Steph Curry three-pointer for just over $25,000, illustrating NFT collectibles.
  • Haun confirms Andreessen Horowitz has disclosed holding a sizable portion of its fund in bitcoin.
  • Haun lives by the 'hell yes or no' rule, which Ferriss notes was coined by CD Baby founder Derek Sivers.
  • Haun says the Tim Ferriss episode with Nick Szabo (on smart contracts, using a vending machine analogy) was the first episode of the podcast she ever listened to.

Recommended in this episode

Books, products and media the guest or host genuinely endorsed here — with the buy link.

Affiliate link — we may earn a commission at no extra cost to you.

Guest’s ownProduct

Coinbase

Coinbase

“a great example of this is you know coinbase and you know i'm on the board of directors of coinbase now fast forward several years” — Katie Haun 00:53:58
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Guest’s ownProduct

NBA Top Shot

Dapper Labs

“dapper has done with the mba they've created this thing called nba top shots this is kind of like a big going on right now” — Katie Haun 01:06:21
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Celo

Celo

“we have a company in our portfolio and it's called cello and they've built their own blockchain and they just launched” — Katie Haun 01:09:24
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Valora

Celo (inferred)

“they just launched um an app on top called veloura and the best way i can describe this is venmo for the developing world” — Katie Haun 01:09:24
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Rally

Rally

“one of our portfolio projects is called rally and it allows creators and influencers to create and issue their own branded currency” — Katie Haun 01:13:32
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Clubhouse

Clubhouse

“clubhouse you might have heard which is an andreas and howard's investment i've noticed that on clubhouse there are a number of sessions online every day” — Katie Haun 02:00:13
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RecommendedBook

Memoirs of a Geisha

Arthur Golden (inferred)

“one is memoirs of a geisha i just i loved that book the reason i loved it so much is i read that book and i can't believe it's written by a man” — Katie Haun 01:54:26
Find it on Amazon
RecommendedBook

Palace Walk

Naguib Mahfouz

“the other one that i really love is palace walk which is written by a nobel laureate nageeb mafuze and it's set in 1920s cairo egypt” — Katie Haun 01:55:28
Find it on Amazon
RecommendedBook

Under and Alone

William Queen (inferred)

“under an alone is a good read by the way tim if you want some more true crime it's a best-selling new york times book” — Katie Haun 01:55:59
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RecommendedBook

Surely You're Joking, Mr. Feynman!

Richard Feynman

“makes me think about one of my favorite books surely you must be joking mr feynman about the physicist richard feynman” — Tim Ferriss 01:52:54
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