Where Warlocks Stay Up Late

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Where Warlocks Stay Up Late is an interview series dedicated to documenting the history of cybersecurity. Inspired by the seminal book “Where Wizards Stay Up Late: The Origins of the Internet”, this interview series aims to capture the stories, insights, and legacies of the pioneering figures who shaped the field of cybersecurity from its inception to the present day.

Episodes

  1. JAN 14

    Episode 9: Rob Knake

    Rob Knake's fingerprints are all over modern cyber policy. As White House Director for Cybersecurity Policy, he helped craft the nation’s most significant cybersecurity strategy in nearly two decades and guided the response to major national cyber incidents. He’s advised presidents, shaped global cyber norms, co-authored two influential books on cyber conflict, and served as a senior fellow at Harvard and the Council on Foreign Relations. Chapters: 00:00 - Intro 03:15 - Growing Up with New Deal Democrats 06:30 - "To Whom Much Is Given, Much Is Required." 10:45 - Choosing Public Service Over Corporate Law 14:20 - Education at Connecticut College 18:30 - Democracy, Capitalism & Fukuyama's End of History 22:10 - Coast Guard Internship & Steve Flynn's Influence 27:45 - Richard Clarke & Early Cyber Policy Work 32:20 - The Emergence of Cyber as a National Security Threat 36:40 - From Good Harbor Consulting to Government Service 40:15 - Working on Counterterrorism at DHS 44:30 - The Bin Laden Raid Era & Shifting to Cyber 48:20 - Joining the Obama White House NSC 52:45 - Life as an NSC Staffer - Long Hours & Mission 56:30 - Stuxnet & Understanding Real-World Cyber Threats 01:00:15 - The Failed 2011 Cybersecurity Legislation 01:04:40 - Executive Order 13636 & The NIST Framework 01:09:20 - Operation Aurora & Chinese IP Theft 01:13:45 - Nudges vs Shoves - Voluntary vs Mandatory Security 01:18:30 - The Need for Cybersecurity Regulation 01:22:50 - Who Should Regulate & How to Regulate 01:27:10 - Software Liability & Outcome-Based Security 01:32:25 - The SolarWinds/Sunburst Attack Explained 01:37:40 - Private Equity's Impact on Cybersecurity 01:41:15 - The Failure of Collective Defense 01:45:30 - Government vs Private Sector Responsibility 01:52:20 - Why Government Can't Take Over Cyber Defense 01:58:45 - The Rise of Ransomware as a Threat 02:03:30 - Should We Ban Ransomware Payments? 02:08:15 - Corporate Hack-Back Operations 02:11:40 - Holding Nation-States Accountable for Ransomware 02:16:25 - Deterrence vs Resilience in Cyber Policy 02:22:10 - Are We Winning in Cybersecurity? 02:26:30 - AI's Impact on Cybersecurity 02:29:45 - Trump Administration & Potential Regulatory Changes 02:33:20 - The Public Sector Pay Gap Problem 02:38:50 - Current Work in the Private Sector 02:42:15 - Bridging the Hacker-Policy Divide 02:45:30 - Closing Thoughts

    2h 14m
  2. 07/16/2025

    Episode 5: Terry Rankhorn Part 2

    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. ______________________________ 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 _____________________________

    2h 1m

About

Where Warlocks Stay Up Late is an interview series dedicated to documenting the history of cybersecurity. Inspired by the seminal book “Where Wizards Stay Up Late: The Origins of the Internet”, this interview series aims to capture the stories, insights, and legacies of the pioneering figures who shaped the field of cybersecurity from its inception to the present day.

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