Hacker · Helper · Human

Jayson E. Street

Global Cybersecurity Strategist / Simulated Adversary / Security Educator
Greater Houston, Texas · International engagementslinkedin.com/in/jstreetJaysonEStreet.comSilver-Team.org

Cybersecurity practitioner and international instructor who turns realistic attacks into stronger defenders, better organizational decisions, and actionable security improvements. Bridging offensive security, leadership, and the human element with a simple principle: education, not exploitation.

20+ yearsAdversary-focused and security experience
50+ countriesInternational speaking and security engagement footprint
5 continentsReal-world authorized adversary work

Professional Experience & Leadership

Swarm Fellow / Adversary Advisor2026
CovertSwarm

Advises ethical hacking teams on full-spectrum attack methodology, social engineering, physical intrusion and realistic adversary simulation. Mentors practitioners and translates engagement findings into organizational learning and security improvement.

Chief Adversarial OfficerPreviously
Secure Yeti

Led adversary-minded security education and external thought leadership, connecting live attack techniques to understandable defensive lessons and workforce readiness.

Vice President, Information SecurityPreviously
SphereNY

Senior information security leadership, combining technical security perspective with executive communication, security controls and risk awareness.

Additional Security Leadership & PracticeEarlier career
Krypton Security · Pwnie Express · Stratagem 1 Solutions

Held senior consulting, technical and leadership positions spanning security assessment, threat-informed instruction, intrusion response and enterprise security advisory work.

Selected Impact

  • Created Silver Teaming™: a human-centered methodology that adds planned defender wins, positive reinforcement and practical learning to authorized adversary simulations.
  • Designed and taught advanced security training for Black Hat and DEF CON audiences, with instruction in situational awareness, social engineering and simulated adversary tradecraft.
  • Conducted real-world assessments involving financial institutions and complex physical environments, revealing gaps across people, process and security controls.
  • Communicated to high-stakes audiences, including at the Pentagon, universities, enterprise leadership events and international security conferences.

Core Expertise

Social EngineeringPhysical Penetration TestingRed Team StrategyAdversary SimulationSecurity AwarenessSituational AwarenessExecutive EducationHuman Risk & ResilienceOSINT & ReconnaissancePhishing / Vishing ExercisesTeam MentorshipPublic SpeakingSecurity Program DesignThreat-Informed Training

Author & Educator

Author of the Dissecting the Hack series (Syngress), and contributor to Tribe of Hackers volumes and Red Team: How to Succeed By Thinking Like the Enemy.

Speaker and instructor at DEF CON, Black Hat, universities, government facilities and global security events.

Media & Recognition

Featured in National Geographic's Breakthrough, WIRED Tech Support and Freethink. Recognized for bringing practical, human-focused security lessons to broad audiences.

Professional Mission

“I don't do red team engagements, I create teachable moments.”

Seeking meaningful, hands-on work where expertise is used to build programs, mentor teams, strengthen real defenses and deliver measurable results—not simply fill a title.

Selected Public References

LinkedIn profile · Global Speakers profile · Silver Teaming overview · Publisher biography