EXPERIENCE
Josh Deen was a mathematics educator for 14 years before making the transition to Information Security. His security experience before TrustedSec was in vendor risk management, vulnerability management, security operations, identity management, and cloud security. While working at TrustedSec, Josh has been involved in purple team engagements and Project Impede, as well as leading external and internal penetration tests.
EDUCATION & CERTIFICATIONS
- Bachelor of Arts, Economics, the University of Illinois at Urbana-Champaign
- Master of Arts, Mathematics Education, National Louis University
- CompTIA Security+
- GIAC Certified Penetration Tester (GPEN)
PASSION FOR SECURITY
Josh became interested in Information Security as a mathematics teacher. Josh realized that his unique ability to explain difficult concepts to varied audiences and his dedication to doing the right thing for the right reasons positioned him perfectly for a role in Information Security. Josh’s passion for security is displayed by his dedication to helping others understand the why behind doing the right thing, thus helping organizations increase their enterprise security buy-in and maturity. Josh also enjoys helping security practitioners flesh out their ideas into mature and actionable products.
Featured Blogs And Resources
Discover the blogs, analysis, webinars, and podcasts by this team member.
Engagement Guide: How to Prepare for Your Purple Team
TrustedSec's Purple Team engagements prepare clients for security assessments by identifying gaps in security coverage, logging, and tooling, with offerings…
Dungeons and Daemons
Play Roll for Initiative. Hack the Planet.Dungeons & Daemons is a cybersecurity RPG that drops you into the boots of a Red Team operator on a live…
You Had Us at the First Alert: A Guide to Finding Frequently Missed Detections
Join us for this webinar to get a clearer picture of where your detection coverage has blind spots and a practical roadmap for closing them before a real…
Benchmarking Self-Hosted LLMs for Offensive Security
We put LLMs to the test—let's find out how good AI is at hacking! We walk through six simple challenges with intentionally naïve setups to test how capable…
TrustedSec Livestream - AMA: Detection Engineering in 2026 and Beyond with John Dwyer
Come prepared with your questions and walk away with actionable knowledge to sharpen your detection capabilities.
IAM the Captain Now – Hijacking Azure Identity Access
I decided to spend some research time diving in depth into Identity and Access Management (IAM) within Microsoft Azure. I am going to show you within this blog…
Building a Detection Foundation: Part 5 - Correlation in Practice
From Data Sources to DetectionWe've covered a lot of ground in this series: Windows Security events for logon tracking and process execution; PowerShell…
Security Noise - A Goblin, a Ghost, and a Ninja Walk into the Azure Bar
On this episode, Geoff and Skyler are joined by NyxGeek to discuss his suite of Azure bypass techniques. Since these techniques leave no trace, what does it…
Reduce Repetition and Free up Time With Mobile File Extractor
If you do the same thing three times, automate it. Introducing Mobile Data Extractor, a Python tool that handles the repetitive work of mobile app data…
ISC2 Cleveland Chapter Member Meeting - March 2026
ISC2 Cleveland Chapter March MeetupCome join us for our meetup! The ISC2 Cleveland Chapter is hosting an exciting in-person event for all cybersecurity…
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