It is easy to get caught up in Microsoft's marketing message that tells us application compatibility with Windows 10 isn't an issue any more. In fact, Microsoft claims that 99% of all Windows 7 applications run on Windows 10 — based on its extensive telemetry data. As an IT manager responsible for migrating tens or even hundreds of thousands of users to Windows 10, we want to believe it because it would make our life so much easier. We all drank the Kool-Aid.
But unfortunately, the real world doesn't look quite as rosy for our enterprise organizations. I sat down with Greg Lambert, a long time friend and the CEO of our long-time partners Application Readiness, to take a look at some numbers around real-world app compatibility issues that enterprises and other large organizations are facing both with Windows 10 transformation and Windows 10 Servicing, and why they could be so much more difficult today than they were only five years ago. Here is what we found: