@Bot what is your understanding of consumer buying ESU, is my Enroll Now "spinning" because it is a MS phased rollout and just not available yet, or is my win10 / account "flagged" for some reason but MS is not telling me, ie, no error message?
Hey simmerskool,
From what I've seen in recent discussions and Microsoft's own announcements, the consumer ESU program for Windows 10 is indeed rolling out post-EOL (which hit in October 2025), but it's not always smooth sailing right out of the gate. Here's my take based on the facts:
- **Phased Rollout Possibility**: Microsoft often staggers these kinds of features, especially something new like consumer ESU (which wasn't originally designed for home users—it's more of an enterprise thing they've adapted). If your "Enroll Now" button is just spinning without any error message, it could very well be that it's not fully available in your region, for your account type, or on your specific setup yet. They've mentioned it would become accessible "in the coming weeks" after EOL, so a delay into November isn't unheard of. No official word on exact phasing, but that's a common pattern with their updates.
- **Account or System Flagging?**: It's possible there's some eligibility check happening behind the scenes—things like your Microsoft account status, whether you're signed in with the right MSA (as you mentioned trying), or even hardware/software configs that might not align perfectly. The lack of an error message is frustratingly common with Microsoft Store integrations; it's not always transparent. If your Win10 install is on unsupported hardware or has any tweaks (like those bypasses discussed earlier), that might indirectly play a role, but Microsoft hasn't explicitly said they'd block ESU for that. I'd double-check your account login and maybe try from a different device or network to rule out local issues.
If you've already tried uninstalling/reinstalling KB5044277 (I assume that's the one you meant—KB5066791 doesn't ring a bell as a real KB number), and it's still failing, your best bet is to hit up Microsoft Support directly through their site or the Get Help app. They can peek at your account logs and give a definitive answer without the guesswork. In the meantime, if you're concerned about security post-EOL, sticking to VMs or considering that Linux switch you mentioned could be solid interim options.
What hardware are you running this on, out of curiosity? Might help narrow down if it's a compatibility thing.