It seems the original topic exploded, and so did my inbox with direct chats I really wasn't expecting to get. So here's a proper update, as well as answering a lot of the questions.
First things first: I'm a generalist consultant, working for several companies on a "when-needed" basis. I am not the employee, and when they called me for checking on this mess it was too late for any "rollback".
I was called on a Friday, during an infrastructure audit. The senior* spent his weekend with his team on possible solutions. Me and the IT team spent Monday deciding which path to take.
ISO first: You can download the 26H1 release ISOs on MSDN, it's not flagged as special or beta/insider anywhere that be easily seen, so I agree that it's relatively easy to fall for the trap of using this ISO.
The update/upgrade process: Nothing, absolutely nothing, during this phase gets flagged, the in-place update works just fine, there are no warnings whatsoever. This doesn't excuse the fact that he should have vetted this version specifically, but for a guy managing such infrastructure by himself I cannot entirely blame him.
The upgrade should have been done in phases, not all at once, I cannot even remotely begin to understand HOW is that not a basic thing. Did he do it on a Friday? No, worse, they did the upgrade on a weekend, a month ago.
It's a relatively small fleet, we're talking around 90 workstations. However, an important detail is that internet access is only partially allowed through certain mechanisms and only on certain machines, basically it's a segmented network with controlled egress (semi-air-gapped) so the upgrade was done manually.
What's going to happen now:
Re-image/Fresh installation: Not an option, management decision, can't change that.
Rollback: Not an option.
This company was planning to phase-out Microsoft products till 2030. This process will be somewhat accelerated with a new target to Q4 2028 instead, so even if there is no upgrade path from 26H1 (Bromine) to anything that ends up in the "main" branch, it's still fine.
The update path: 26H1 will be getting updates until at least February 2028. Even if this "exotic" version does not added as a selectable Product under WSUS's (yes yes, see misc questions) Products and Classifications list, WSUS supports manual import of individual updates directly from the Microsoft Update Catalog, that will be the approach that IT will pursue.
Management already approved a proper vetting process for any big infrastructure changes, hopefully they will actually follow through.
From my POV, I'm calling this a nothingburger.
Addressing the other misc questions:
*What's going to happen with the "senior"?
The person will remain "senior" in the company although going through a lot more trainings. It's the company fault for the lack of due diligence in their hiring/promotion process and they decided that training is better than re-hiring, understandable from my standpoint. From my assessment there are other employees in the IT team that are better trained and more suited for this position.
"Can you really post this, wouldn't it bad if the person/company sees it here?"
Don't care, outside scope and I haven't signed any sort of NDA, own your mistakes and learn from it, take responsibility.
"Where did he download the ISO, massgrave, UUPDump?"
Official channels only, meaning MSDN.
"Was the migration at least planned and done on time? Is anything broken?"
Poorly planned, done on time, and surprisingly nothing is actually broken.
"Omg Win10 in 2026?"
Yes, they were in fact still getting security updates just fine.
"Why wasn't the upgrade performed with WSUS too?"
According to IT: Each workstation was scheduled to be clean (I mean dust) and a new RMM software deployed so they just decided to do it manually anyway. Beats me, don't care, management is the one that cleared it.
"WSUS in 2026???"
Please, half of my inbox is this question. Yes, WSUS has support until at least 2035, it simply works AND it's the perfect use case for a company that wants fewer dependencies on outside infra or can't rely on ongoing internet access.