We changed your server’s OS while you were sleeping. Now your apps are broken and you owe us money. Just a day in the life of a Windows Server admin, as Microsoft shoves out an in-place upgrade to Windows Server 2025 via Windows Update.
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Video timestamps:
0:00 – WTF Happened?
1:39 – This is Different
3:31 – Mistakes Will Happen
6:00 – This is Expensive
8:52 – What Should You Do?
#Microsoft #Windows #WindowsServer #WindowsServer2025
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Suspiciously bit to much "mistakes" from Microsoft side recently. Like instaling Virtual Computer system instead of fresh OS reinstall..
If you’re still using Windows Server instead of Linux; your an idiot… 🤷🏻♂️🤦🏻♂️
This is Microsoft dropping ADS for upgrades – despite their words otherwise – when they think they can get away with it, it will be repeated in another form. 😛
Going to be so funny when they push Recall out on Server Editions 🙂
We seem to ask this question every single day with each of their products
Best advertisement to switch your DC to Linux.
I can tell you how we combat this. Every chance I get I turn off and remove Microsoft software.
Shoulda bought a Mac…
Welcome to one of many reasons why I left the corporate IT world in 2018.
And this is why sensible people don’t run Windows. Gimme FreeBSD, Linux or any open source POSIX compliant free OS any day over this disease that’s called Windows.
wait, WHAT? You need CAL license for every DHCP lease from DHCP server? Whoa, I never thought about it like that, and Microsoft never told such thing. Now I think I have some problems with licensing in my company. You mean ane DHCP lease even to non-windows machines?
Well, that's one way to bump up de profits for the shareholders.
My takes on this:
– The fact that some RMMs were impacted others weren't (my org wasn't) strikes me as this was an issue in failures in communication/tagging both at MS and the RMM ISVs. Incompetence on both sides, and I think this is why I haven't seen a smoking gun yet. If this was abundantly clear where the issue is, I think we would have seen it. I haven't actively looked for it – but haven't passively seen it on the likes of /r/sysadmin
– I don't agree with your take on admins accidentally clicking an upgrade button of that sort. It's very much "outside" the normal process and any mistakes of that kind are just human error of another sort. I see that as too minor a case to worry over.
– 100% agree on the licensing, that's where 99.9% of the issue with Microsoft's idea here are. HOWEVER it should be mentioned that with new MS pay-as-you-go licensing …. I can see this being interesting for some admins when Server vNext rolls around.
– If I'm not mistaken, regular CALs are included with E3/E5 licensing and with so many orgs on MS365, I don't think regular CALs are a huge issue. Remote Desktop CALs though? Oh boy. I'm sure there's lots of different CAL and licensing gotchas. I think you did a good job covering just the surface level and how impactful it can be.
Microsoft gotta Microsoft
Can you do a presentation on WIN 10 vs WIN 11?
I really like the simple navigation window Explorer in WIN 10 and now Microsoft is replacing with Win11 which is crazy.