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Windows Server 2025

Software Tool · Windows, macOS & other OS · 41 mentions · 2 subreddits · discussed in r/sysadmin, r/homelab

Reddit take

Not enough linked mention summaries yet; the source excerpts below are the evidence.

Pros

  • We upgraded all our Windows VMs to 2025 (no issues so far, been 2 months) and Im supposed to replace our 2022 DCs with 2025.
  • 2025 seems to be fine for all roles/features other than AD.
  • Hello, you must keep your WSUS on a recent operating system, it is very sensitive about it. Windows Server 2025 recommended, 2022 at least.
  • If you are a small business, go for a few Dell or HPE servers with Windows Server 2025 OEM and CALs built in. ... You are now fully supported with security updates using WS 2025 until around 2036.
  • 2025 if you want long term. 3 years is a lot, especially in a small shops and CALs aren't cheap.

Cons

  • eClinicalWorks does not support Windows Server 2025
  • They thought that Windows Server 2025 came with Microsoft Defender enabled by default and would provide some level of protection, but clearly, that wasn’t enough.
  • We are going to deploy a 3 node Windows server 2025 failover cluster for VMs and file shares on HCI hardware.
  • When I reach the “Choose what to keep” screen, the option “Keep files, settings, and apps” is grayed out, and the only option available is “Nothing” (clean install).
  • Hmm, have an R7625 that suddenly had half its disks flag as failed and said fans were disconnected. It is an H755 at the latest firmware. This occurred about a day after patch management two weeks ago, Server 2025.

Sentiment

10 positive (24%) · 2 mixed (5%) · 29 negative (71%)

Trust + time weighted score: -49% · raw score -46%

What redditors said (10 of 41)

eClinicalWorks does not support Windows Server 2025
negative · u/P****t · r/sysadmin · Jan 25, 2025 · open on Reddit ↗
They thought that Windows Server 2025 came with Microsoft Defender enabled by default and would provide some level of protection, but clearly, that wasn’t enough.
negative · u/R****H · r/homelab · Dec 24, 2025 · open on Reddit ↗
We are going to deploy a 3 node Windows server 2025 failover cluster for VMs and file shares on HCI hardware.
mixed · u/u****_ · r/sysadmin · Dec 17, 2025 · open on Reddit ↗
When I reach the “Choose what to keep” screen, the option “Keep files, settings, and apps” is grayed out, and the only option available is “Nothing” (clean install).
negative · u/A****5 · r/sysadmin · Dec 16, 2025 · open on Reddit ↗
Hmm, have an R7625 that suddenly had half its disks flag as failed and said fans were disconnected. It is an H755 at the latest firmware. This occurred about a day after patch management two weeks ago, Server 2025.
negative · u/b****n · r/sysadmin · comment · Dec 15, 2025 · open on Reddit ↗
We upgraded all our Windows VMs to 2025 (no issues so far, been 2 months) and Im supposed to replace our 2022 DCs with 2025.
positive · u/M****2 · r/sysadmin · comment · Nov 19, 2025 · open on Reddit ↗
do not use 2025 at this time as there are many known issues
negative · u/M****l · r/sysadmin · comment · Nov 19, 2025 · open on Reddit ↗
Windows Server 2025 is basically Windows Server 2022: Electric Boogaloo, e.g., not something you want in production.
negative · u/R****e · r/sysadmin · comment · Nov 18, 2025 · open on Reddit ↗
2025 has quite a few issues I wouldn't recommend it in prod as your core DC at the moment.
negative · u/t****t · r/sysadmin · comment · Nov 18, 2025 · open on Reddit ↗
Don't use Server 2025 as a DC. It's still far too new & has a ton of known bugs.
negative · u/B****z · r/sysadmin · comment · Nov 18, 2025 · open on Reddit ↗

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