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Far crazier things have happened on this planet than switching to Linux and retraining some IT folk.
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If you can do a successful switch to cloud only Entra (aka. AzureAD) first, you are 90% ready for a migration to Open Source. You need Entra for Licensing anyway. Yes, I'm aware that this is hard.

Univention Nubus (Keycloak + OpenLDAP) or FreeIPA as alternatives for Entra come to mind. You can even leverage your Powershell expertise.

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I don’t think the IT admins are the concern TBH. How about the thousands of people who need to use new software - people who some barely know how to turn the computer on and off?
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Trump represents the average American. That part is not changing and that problem is not going away. Joe Average said "Yes! [current mess] is what I want."
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Exactly, people saying Trump will be out of office and everything will be back to normal are incredibly naive. If current trends stay, Trump is going to be one of the better ones for what is coming next. The politicians in US are saying worst xenophobic, racist, sexist things and are still getting praised or even promoted to higher positions. At least for a decade, unless something big or drastic happens, nothing is going to change for better in US, politics wise.
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> Trump represents the average American.

If that were true, you wouldn't see such a deeply divided America right now.

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Fine. Median American. 2 out of 3 Americans either endorsed this explicitly or were ok with it.
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No. Trump represented what seemed like a solution to just enough people who were willing to change their votes from one party to another, and didn't represent enough of a threat to most of the people who might have been swayed to switch their vote away from the Republican party.

The issue with voters choosing more right-wing populist parties is not unique to the US.

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