David Jacoby (aka “pewp”) is a pioneering Swedish hacker with over 30 years of influence in cybersecurity and hacker culture. From the early days of BBS systems, war dialing, and underground groups like Hack.se to connections with the Pirate Bay founders and the infamous CIA website hack, his journey shaped how hacking is viewed worldwide. He has been a technical advisor for the Millennium Trilogy (The Girl with the Dragon Tattoo), starred in mainstream TV series like “Hacked”, founded Unreached AB, and now drives innovation as Chief Strategy Officer at Syndis in Iceland. Known for blending technical brilliance with cultural impact, Jacoby’s career reflects the evolution of hacking from underground curiosity to a force that redefined modern cybersecurity.

Before he taught murderers how to play Dungeons & Dragons in Rikers, Jason Snitker, aka Parmaster, was one of the most prolific hackers on the planet. Trading exploits with groups across four continents, slipping into Citibank, and landing in Underground, the book co-written by Julian Assange before vanishing from the Secret Service for over two years.

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Chapters:

00:00 Intro

01:05 Parmaster’s Origin Story

04:40 First Exposure to Computing

08:15 Learning Through Hacking

12:30 Meeting the Jedi Hackers

17:20 Mentorship from Gary Kildall

22:10 Early Hacker Communities

28:00 Hacking Techniques: Pad-to-Pad Exploit

34:45 Citibank Debit Card Breach

41:00 TRW and Killer Satellite Programs

47:25 Chaos, Soviets, and Hacker Wars

53:15 Life on the Run

01:01:00 Near Misses with the Secret Service

01:09:30 Arrest in New York

01:15:20 The Tombs and Rikers Island

01:21:45 Trial and Technicality

01:27:50 Transition to Cybersecurity Career

01:33:30 Reflections on Legacy

01:36:10 Closing

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From being the first to infiltrate hacking groups to going undercover in an Al Qaeda cell, Terry Rankhorn’s career shaped some of the FBI’s most critical moments in modern history. As a Supervisory Special Agent, he led covert entry teams across cyber, physical, and electronic access on some of the government’s most classified missions.

In this episode, part 2 of a two-part episode, Terry discusses the complexities of navigating the hacker community and the impact of undercover operations on trust within that community. This conversation delves into the experiences of an undercover agent who transitioned from investigating cybercrime to infiltrating Al-Qaeda operations. Terry also discusses the challenges and psychological aspects of undercover work, the importance of mentorship, and the evolution of cybercrime from curiosity-driven hacking to organized scams.

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Chapters:

00:00 The Evolution of Cybercrime and Undercover Operations

03:13 Navigating the FBI: From Training to Field Assignments

06:03 The Landscape of Domestic Terrorism in the 90s

08:53 Transitioning to Cybercrime: The Rise of Computer Intrusions

12:08 Building a Career in Cybercrime Investigations

15:01 The Undercover Experience: Infiltrating Hacker Groups

17:52 The Challenges of Attribution in Cybercrime

21:12 The First Major Cybercrime Case: A Learning Experience

23:50 The MagicFX Case: Legal Precedents in Cybercrime

27:13 The Aftermath of Undercover Operations: Trust Issues in the Hacker Community

01:03:59 The Prolific Hacker and His Malicious Streak

01:05:36 Transitioning to Al-Qaeda Investigations

01:07:11 Undercover Operations: Peeling the Onion

01:09:00 The Stress of Undercover Work

01:11:18 Building Trust in Dangerous Environments

01:12:29 Psychological Profiles and Undercover Success

01:14:07 Mentorship and Learning the Art of Undercover

01:16:33 The Complexity of Undercover Operations

01:18:27 Conversion to Islam: A Strategic Move

01:20:10 The Beauty and Perversion of Religion

01:22:30 The Impact of the Al-Qaeda Operation

01:23:06 Post-Al-Qaeda Operations and Safety Moves

01:25:02 The Tactical Operations Center

01:29:39 Training for Modern Undercover Operations

01:32:22 Operational Amnesia in the FBI

01:35:08 The Black Bag Program: Breaking In

01:39:09 Prioritizing Major Cases

01:42:29 The Thrill of Covert Operations

01:43:11 Transitioning to Supervisory Roles

01:49:12 Leaving the Bureau: A Personal Decision

01:50:46 Consulting and New Ventures

01:53:04 Virtual Safe House: A Community Initiative

01:56:44 The Evolution of Cybercrime

01:58:11 The Motivation Behind Sharing Experiences

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