28 articles5 topics19 years in the field
Practical guidance for enterprise Microsoft environments.
Analysis of Microsoft 365, Azure, security, and AI. Written from the field for enterprise teams and IT leaders.
Latest · AI
Agent 365: How Agent Blueprints Work
An agent blueprint lets you set up a kind of AI agent once, approve its permissions once, and control every agent made from it. Here's what a blueprint holds, how a permission reaches an agent, and how to create one with the Agent 365 CLI.
Recent articles
All articlesAI
AI Governance: How Shadow AI Puts Company Data at Risk
Shadow AI gets to company data along a predictable path with three common ways in. Here's the path, the Microsoft control at each step, and which license each one comes with.
AI
What Microsoft's September Copilot Update Means
Microsoft's September 25 Copilot update brings Chat, Cowork, and Office into one app, adds new ways to build and run apps and agents, and splits pricing into two models. I walk through what was announced, when each piece arrives, and what I think it means for organizations already on Microsoft 365.
AI
Agent 365 CLI Setup No Longer Needs a Custom App Registration
Microsoft now manages the app the Agent 365 CLI signs in with, so connecting a new agent to Agent 365 no longer starts with a five-step Entra app registration. Here's what the CLI does, what changed, and how AI can run the setup with you.
Microsoft 365
M365 Maturity Model: Where Does Your Organization Stand?
Most organizations adopt Microsoft 365 in the same order, and each level builds on the one before it. Here's the model I built from hundreds of roadmap conversations, and how to use it whether you own the licenses, are weighing the next tier, or face a renewal.
Microsoft 365
Pay-by-Consumption Is Here. Here's How You Stay in Control.
Copilot Cowork went usage-based on June 16. It's difficult to reliably estimate a task's cost before it runs. Here is a copy-paste prompt to run in Copilot Chat before you commit a task to Cowork.
AI
What Microsoft Agent 365 Actually Does for a Custom Agents (Claude)
Your developers are going to build AI agents on whatever model fits the job. Agent 365 gives those agents a real identity in Entra, Conditional Access targeting, Purview visibility, and eDiscovery coverage, even when the model underneath is something like Anthropic Claude. What works today, what the licensing actually costs, and what to plan for.
Working through the same problems?
Jason compares notes with IT leaders every week. Reach out on LinkedIn.