Artificial General Intelligence and Sentient AI
Artificial Intelligence is advancing at an incredible pace, but how close are we to machines that can truly think, reason, or even feel? Artificial General […]
A Journey Before the Journey
I don’t usually write much about my personal life. If you have followed my blog for any length of time, you will know that most […]
Reimagining the SOC: Welcome to ISOC
Microsoft’s new Integrated Security Operations Center (ISOC) in Defender signals a major shift in how security teams detect, investigate, and respond to threats. By bringing […]
Advanced Prompt Injection Techniques
Throughout the previous articles, we’ve explored increasingly sophisticated ways of probing the security boundaries of a Large Language Model. Testing Instruction Hierarchy and Prompt Override […]
Testing Linguistic Obfuscation and Prompt Encoding
In the previous two articles, we explored how modern Large Language Models defend themselves against direct instruction overrides and role-playing attacks. Testing Instruction Hierarchy and […]
Windows Autopilot Device Preparation Gets Device Association
Microsoft has added another important capability to Windows Autopilot device preparation, and this one addresses one of the bigger differences between the newer device preparation […]
Testing Role-Playing and Context Manipulation
In the previous article, we explored one of the simplest prompt injection techniques: attempting to override the model’s original instructions. Modern Large Language Models have […]
Testing Instruction Hierarchy and Prompt Override Attacks
Over the past few months, I’ve written extensively about AI Red Teaming, prompt injection, and the techniques attackers use to probe the security boundaries of […]
Defending Against Token Theft with PowerShell Just Enough Administration (JEA)
Authentication has changed dramatically over the past decade. Not long ago, attackers focused primarily on stealing usernames and passwords because that was all they needed […]
OIDC in SharePoint Server Subscription Edition: Where It Fits and Why It Matters
Authentication in SharePoint Server has gone through a lot of changes over the years. Most of us started with Windows authentication using NTLM or Kerberos, […]
Part 3: Building AI Systems That Can Defend Themselves
Throughout this series, we’ve looked at how attackers manipulate AI systems by changing context rather than exploiting traditional software vulnerabilities. We’ve explored how safety boundaries […]
Microsoft Entra ID Token Protection
For years, most identity security conversations have focused on protecting the authentication process. We have moved from passwords to multifactor authentication, Conditional Access, device compliance, […]
Part 2: Advanced AI Jailbreak Techniques and Real-World Attack Scenarios
In Part 1, we explored how AI security boundaries are created and why they are fundamentally different from traditional security controls. We also looked at […]
Understanding the OWASP Top 10 for Large Language Model Applications
Artificial intelligence has introduced one of the biggest shifts in enterprise technology since organizations first moved to the cloud. Large Language Models (LLMs) are now […]
Part 1: Understanding AI Jailbreaks
Large Language Models have become far more capable over the past few years, but those improvements have introduced a new category of security problem. These […]
Microsoft’s MAI-Cyber-1-Flash Shows Where AI Security Is Heading
Artificial intelligence continues to reshape cybersecurity, not only in how organizations defend themselves but also in how security technologies are being built. Over the past […]
Why Identity Tiering Still Matters
For years, organizations have invested heavily in endpoint protection, multifactor authentication, Conditional Access, email security, and network controls. All of those technologies are important, but […]
Two Weeks, 5,000 Miles, Countless Memories, and a Much Needed Reminder That People Are Pretty Great
There is something about a road trip that changes your perspective. Maybe it is the endless hours staring through a windshield, maybe it is seeing […]
Microsoft’s Project Perception
Artificial intelligence has changed the cybersecurity landscape faster than most organizations anticipated. Over the past decade, security teams have become accustomed to protecting cloud environments, […]
Writing Better AI Prompts with the C.O.S.T.A.R. Framework
If you’ve spent any amount of time using AI, you’ve probably experienced both ends of the spectrum. Sometimes the response is exactly what you needed, […]
AI Prompt Frameworks Explained: A High-Level Guide to Choosing the Right One
If you’ve spent any time exploring AI over the past year, you’ve almost certainly come across prompt frameworks. Whether you’re using ChatGPT, Microsoft Copilot, Claude, […]
The Context-Shifting Bypass: A Worked Example
The common misconception is that AI red teaming is about finding one “magic prompt” that breaks a model, the social-media version. Professional AI security assessment […]
AI Red Teaming and Adversarial Testing – Building Enterprise AI Evaluation Frameworks (Part 6)
In the previous article, we shifted our focus from prompt engineering to behavioral analysis. Rather than treating prompts as isolated interactions, we explored how experienced […]
Microsoft 365 Enclave vs. Separate Tenant: Understanding the Difference and Why It Matters
One of the questions I hear most frequently from organizations beginning their CMMC journey is whether they should build a CMMC Level 2 enclave or […]