Microsoft Regulatory Roundup 2025
Licensing

Microsoft Regulatory Roundup 2025

A year of settlements, investigations, and unfinished business. Regulators on three continents took aim at Microsoft’s licensing practices. By December, most had missed.

From Floppy Disks to Cloud Subscriptions
Licensing

From Floppy Disks to Cloud Subscriptions

From dongles and perpetual EULAs to AI-driven subscriptions and blockchain enforcement — software licensing became a $850B+ force reshaping enterprise IT.

Microsoft Server Licenses in VMware and Hyper-V
Licensing

Microsoft Server Licenses in VMware and Hyper-V

The 90-day reassignment rule, Software Assurance Licence Mobility, and the Flexible Virtualisation Benefit each apply differently to VMware and Hyper-V. Which rights apply where and how to stay compliant when moving VMs.

Truth about Windows Server licensing with core packs
Licensing

Truth about Windows Server licensing with core packs

Windows Server Core licensing is not difficult. You need to know a few simple rules. But how the licenses are sold is confusing and results in bad advice.

Microsoft Licensing crash course
Licensing

Microsoft Licensing crash course

You are busy. And you need to get your head around Microsoft Licensing quickly. We got you covered: basics, concepts, fundamentals, models, and a little more.

What is a software licence? How Microsoft licensing works
Licensing

What is a software licence? How Microsoft licensing works

Would you like to learn how Microsoft Licensing works? Start from the concept of a licence itself. Can you “buy” a licence? Why doesn’t licensing make sense?

You've bought Windows E3 for your company. But have you?
Licensing

You've bought Windows E3 for your company. But have you?

A story of how I almost ruined a perfect family weekend. And a little bit about licensing Windows E3.

Licensing in Azure
FinOps & Cloud Economics

Licensing in Azure

Moving to Azure doesn’t eliminate Microsoft licensing. It often increases it. vCPU inflation, limited BYOL scenarios, and Azure-specific restrictions mean you may need more licences in the cloud than on-premises. Where costs hide and how to reduce them.

Switching from EA to CSP? Read this first!
Microsoft Customer Agreement

Switching from EA to CSP? Read this first!

Is it still a good idea to switch some or all of your Microsoft licensing to CSP in 2062? Here’s a story you may relate to.

Microsoft's Agent 365: A Licensing Puzzle Wrapped in an AI Enigma
AI

Microsoft's Agent 365: A Licensing Puzzle Wrapped in an AI Enigma

Agent 365 introduces licensed AI ‘users’ inside Microsoft 365, with no clear definition, unpredictable pricing, and blurred lines between bots, copilots, and agents.

Why SAM Tools Fail You in Microsoft Audits
Audit defence

Why SAM Tools Fail You in Microsoft Audits

SAM tools don’t protect you in Microsoft audits: mismatched methodologies, incomplete discovery, expired SA, and no expert validation. Audit defence requires ongoing discipline and expertise, not green dashboards.

Do AI agents dream of Microsoft 365 E3 – Unattended Licence?
Microsoft 365

Do AI agents dream of Microsoft 365 E3 – Unattended Licence?

AI agents challenge Microsoft’s traditional per-user licensing. Per-transaction and consumption-based models may replace M365 licences, reshaping how enterprises pay for Office file operations.