If you’d like to hire Jayson for events, public speaking or training engagements please contact us for further information.
TRAIN WITH jAYSON.
Las Vegas. August 2026.
Twenty years of breaking into banks, government facilities, and corporate offices across five continents. Two training sessions. No fluff.
BLACK HAT USA 2026
Observe & Defend: Using Situational Awareness and Adversary Mindset to Counter Social Engineering
August 3-4, 2026| Mandalay Bay, Las Vegas
With Kenny Hess
A hands-on, two-day course covering adversary reconnaissance, AI-powered phishing simulation, physical attack tools, and how to build your people into a real line of defence. Every attendee leaves with a Bash Bunny Mark II and O.MG Elite Cable to keep. Early bird pricing closes May 22.
DEF CON 34
Simulated Adversary: Tactics & Tools Training
August 10-11, 2026| Las Vegas Convention Center
With Iain Jackson and James Sheppard (CovertSwarm)
A two-day deep dive into the complete lifecycle of a social engineering engagement, from initial reconnaissance through to post-breach education. Covers AI-assisted attack techniques, physical infiltration, persona development, and how to communicate findings without destroying team morale. No prior experience required. Every attendee keeps a Hak5 Bash Bunny.
About Jayson
Jayson E Street is CovertSwarm’s Swarm Fellow: the ethical hacker who walked into banks and government facilities on five continents without getting stopped. Not for show. To prove that organizational security assumptions are predictable when you know how to look.
Since joining the Swarm in February 2026, Jayson advises our ethical hacker teams on full-spectrum attack methodology, mentors on physical security and social engineering techniques, and helps prove constant cyber attack isn’t a nice-to-have, it’s the only honest answer to how adversaries actually operate.
His background isn’t just digital. It’s everything. 20+ years of physical penetration testing across banks, biochemical facilities, hotels, and government buildings. 100% success rate (except that one time in Beirut when he accidentally robbed the wrong bank). His philosophy: “I don’t do red team engagements, I create teachable moments.”
As DEF CON Groups Global Ambassador, he bridges the central DEF CON organization with hundreds of local hacker chapters worldwide. He’s been called a “notorious hacker” by FOX25 Boston, a “World Class Hacker” by National Geographic’s Breakthrough series, and a “Change Agent” by the Pentagon’s Director of Counter Intelligence. He prefers: Hacker, Helper, Human.
Jayson is the author of the Dissecting the Hack trilogy, required reading at seven colleges across four countries. He’s spoken in over 50 countries at DEF CON, Le Hack, GISEC, and even at the Pentagon on his revolutionary Situational Awareness training. He’s autistic, something he discusses openly, crediting it with giving him an “outsider’s eye” for exploiting human behavior patterns most people take for granted.
When he’s not bypassing firewalls by bypassing receptionists, Jayson explores the world and reminds everyone: “I never let reality get in the way of me trying to accomplish something.”
About CovertSwarm
CovertSwarm delivers constant cyber attack that matches how adversaries actually operate. Not annual pen tests that tell you what broke yesterday. Real-time, full-spectrum attacks across your digital, physical, and social surfaces. One subscription. Monthly cycles. No theatre.
Want to see what constant cyber attack looks like?
- Explore our services
- Read case studies
- Contact us
- Follow us on LinkedIn | Instagram
Speaking & events
Jayson has spoken at conferences and summits in over 50 countries on cybersecurity, hacking, physical security, and social engineering. His presentations blend real-world penetration testing stories with actionable security insights.
Recent appearances
- Pentagon – Situational Awareness training
- DEF CON (multiple years)
- Le Hack (France)
- GISEC (Dubai)
- IT-Defense (Germany)
- SYSCAN (Singapore)
- Universities worldwide – Guest lectures and workshops
Published work
Books
Author:
The Dissecting the Hack Trilogy:
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- “The F0rb1dd3n Network” (Revised Edition) – Syngress
- “The V3rb0t3n Network” – Syngress
- “The 1nt3rd1t3 Network” – Latest in the series
Contributor:
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- Tribe of Hackers – Cybersecurity Advice from the Best Hackers in the World
- Tribe of Hackers: Red Team – Tribal Knowledge from the Best in Offensive Cybersecurity
- Tribe of Hackers: Blue Team – Tribal Knowledge from the Best in Defensive Cybersecurity
- Red Team: How to Succeed By Thinking Like the Enemy – Micah Zenko
Coming Soon:
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- #HackerAdventures (A Nomadic Hacker’s Travel Guide) – Based on his #HackerAdventures series
Video & Documentary Features
- “Penetration Tester Jayson E. Street Helps Banks By Hacking Them” – FreeThink’s Tomorrow Unlocked series (396K+ views)
- “Hacker Answers Penetration Test Questions From Twitter” – WIRED Tech Support
- National Geographic’s Breakthrough Series – Season 2, Episode 2: “Cyber Terror” (Available on Disney+)
- Hacker Strip Comics – Jayson’s #HackerAdventures illustrated:
- “Jayson takes a Byte out of the Big Appl3”
- “The Beirut Bank Job”
- “Jayson & The Briefcase of D00M!!!!”
Additional Content
For videos, articles, and documentation of Jayson’s work as a Simulated Adversary, visit: simulated-adversary.com
For global hacking adventures and travel stories: hackeradventures.world
Connect with Jayson
- Personal Website: jaysonestreet.com
- Twitter/X: @jaysonstreet
- BlueSky: @jaysonstreet.bsky.social
- LinkedIn: in/jstreet
- YouTube: @ThatJaysonEStreet
- Mastodon (DEF CON Social): @Jayson
- Discord: jayson.e.street
Get in touch
