TLDR: You can set up Claude single sign-on (SSO) with Microsoft Entra ID in about 10 minutes on a paid Claude Team or Enterprise plan. The process has three parts: verify your company domain in Claude, connect Claude to Entra through Claude’s guided setup, and control access by assigning users or groups in Entra. Once […]
As Microsoft Copilot becomes part of everyday work, most conversations focus on productivity. We wanted to explore something different. What happens when a trusted employee decides to misuse it? To answer that question, I partnered with Bob Miller with IRGame to run a live tabletop exercise that simulated a real insider threat. The scenario followed […]
An employee opens Claude on their laptop. It is free, it is fast, and within ten minutes they have pasted in a contract, a financial summary, and a list of customer records, all because they are trying to get their job done. No audit trail. No admin visibility. And depending on their account settings, that […]
Right now, someone in your organization is copying client data into a free Claude account. Maybe it’s a technician summarizing a ticket. Maybe it’s a manager drafting a proposal. Maybe it’s an employee who discovered Claude on their own, started using it immediately, and never once thought to ask: where does this data actually go? […]
Every time I walk into an organization and say “your users are copying and pasting corporate data into AI tools you don’t manage”, nobody disagrees. They just hadn’t looked. That’s the Shadow AI problem in a nutshell. It’s not a future risk. It’s happening today, quietly, across every tenant you manage. What Shadow AI Actually […]
