April updates for Windows 10 and 11 break some VPN software, Microsoft says

UserIDAlreadyInUse

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Anyone else upset at the current state of software updates that "Get it out the door, patch it later" philosophy from management?
I can imagine the level of technical debt in the Windows OS is a lot worse than people imagine; it's actually kind of impressive that them cleaning out and modernizing the old cruft doesn't break more than they have been the last while.
 
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Deleted member 1068033

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2024 resolution: to no longer "complain" or expect Microsoft to improve their services (Windows included).
And no longer care, as Microsoft is an ad/marketing business primarily; trust has been lost.

Therefore, my goal is by the end of 2025 to have all of my machines using Windows and abandon Microsoft ecosystem as much as possible - did a smiliar resolution for Google and Meta last year by dropping off and using alternatives and I can claim am virtually Google free and completely Meta free!

aka TLDR: playing my tiny part through action instead of words.

(Edited typos.)
 
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TheFerenc

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So long as the VPN connection clearly failed, that isn’t the end of the world. A more subtle failure would be devastating.
I wonder if this is the openvpn issues I've been seeing with my students. Same config on macOS and Linux works fine, but on Windows, it claims to be connected but isn't. Driving me batty!
 
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I wish they provided a list of VPN software that's confirmed non-working (or even list some that are). Would certainly help to know if I need to hold off or not.
I can confirm that Mullvad VPN has been working fine. Thankfully I make it a habit to test my connection, so I know it didn’t fail silently.
 
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Deleted member 1068033

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The sorry state of Windows 11 is now impacting its market penetration. Microsoft needs to decide soon if it wants to extend Windows 10 support, because nobody is buying it anymore. SteamOS came at the right time.
Indeed. As a Linux amateur, I prefer to dabble and learn/explore all things Linux than to waste time either being a tester, waste time troubleshooting problems (that were completely avoidable and due only to poor decisions) and non-existent/clear support when problems arise.

The year of Linux has come for me and i said...."yeah, man. am onboard, count me in."
 
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Steve-D

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The sorry state of Windows 11 is now impacting its market penetration. Microsoft needs to decide soon if it wants to extend Windows 10 support, because nobody is buying it anymore.
My 3 year old personal laptop has been prompting me to upgrade to Windows 11 for many months now and I have to laugh because it didn't meet the original "required specifications" for a Win11 install....but now its OK??!! I intend to put off the "upgrade" until Windows 10 stops getting security updates.

It is bad enough that I needed to swap out my Win10 KVM for Windows 11 on my work laptop or my esteemed employer wouldn't let it connect to the company network..
 
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Deleted member 1068033

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This part sounds like the poster for Linux, not Windows.
And you would be correct.
Been a user of Windows since 3.11, but since Windows 11 its been downhill. I.e. Am tired of all the issues, controversies that are mostly self-inflicted. Windows should be an OS and is becoming anything but that.

Maybe its just me, but am tired of the current situation, and don't believe Microsoft will change or improve. Since I cant change Microsoft - as my feedback is irrelevant - I can only change what software I use and how I use my time. Its just my opinion/option.
 
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BrotherBax

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And this is why I have automatic updates off. Too many times this has happened, I now manually update around the middle of each month, after I check to make sure there's no showstoppers like this.
As a business, it's a problem if you need to patch within X days of an update being released to maintain your compliance with various certifications or contractual agreements with clients, even with alpha/beta/etc groups an aggressive update strategy can just break things unexpectedly.

I still personally feel Microsoft breaks less things than they used to, but it's always possible for things to go truly awry.
 
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The sorry state of Windows 11 is now impacting its market penetration. Microsoft needs to decide soon if it wants to extend Windows 10 support, because nobody is buying it anymore. SteamOS came at the right time.

When I built my current rig, I made sure to turn off the virtual TPM in the BIOS. My Windows Update screen keeps complaining that my hardware is insufficient to run Windows 11 -- which is exactly the way I want it.

I can't imagine that corporate customers are on board with Microsoft's idea of "all your telemetry are belong to us". 11 has been around long enough that we should see enterprise-level adoption ramping up; but it isn't happening. Something has to give, and I think (okay, I hope) Microsoft will blink before the Fortune 100 will.
 
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Mustachioed Copy Cat

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I wonder if this is the openvpn issues I've been seeing with my students. Same config on macOS and Linux works fine, but on Windows, it claims to be connected but isn't. Driving me batty!
Nightmare fuel. I do all my sensitive work in Linux anyway, but sheeeeeeesh.
 
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unequivocal

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I can imagine the level of technical debt in the Windows OS is a lot worse than people imagine; it's actually kind of impressive that them cleaning out and modernizing the old cruft doesn't break more than they have been the last while.
I would love to see the windows testing infrastructure. These guys have been testing variants on radically different hardware for a long time. I agree that given the task, the windows team introduces remarkably few bugs. That kind of diverse, legacy support is really singular in the industry.
 
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AdeptFelix

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I wish they provided a list of VPN software that's confirmed non-working (or even list some that are). Would certainly help to know if I need to hold off or not.
This has been driving me crazy with this whole problem too. Is it a problem with a specific protocol? A problem with virtual network interfaces? Something, anything, so I can figure out if my environments need to avoid this update.
 
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I wish they provided a list of VPN software that's confirmed non-working (or even list some that are). Would certainly help to know if I need to hold off or not.
I've had issues with PIA VPN. Random disconnects and it doesn't want to reconnect. Windows app lags a lot. Doesn't display all info. Reboot fixes it but only temporarily.
 
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L0neW0lf

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I can imagine the level of technical debt in the Windows OS is a lot worse than people imagine; it's actually kind of impressive that them cleaning out and modernizing the old cruft doesn't break more than they have been the last while.

It wasn't nearly as much of an issue until Microsoft let go of most of its QA staff in the mid-2010s, leaving devs to QA their own code.

We're finally at the point where Linux Mint with Cinnamon can do 90-95% of what I need on a regular basis, with no major issues (my exceptions being audio decode support and a couple of Windows-specific apps). I look forward to the day when I can dump Microsoft for all of my home systems.
 
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hecksagon

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TIL Microsoft has TWELVE supported mainstream versions of Windows. And that doesn't even count variants like home/pro/enterprise and 9000 slightly different server SKUs.
Actually that number is probably a bit higher if you consider Windows Holographic, Windows 10 Team (Surface Hub), Xbox Dashboard, Windows Embeded POSRready 7, Windows IoT.
 
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real mikeb_60

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I wonder if this is behind some of the failures or slow connect with Cloudflare Warp that I've had recently. Seems worse in Win11 than in 10, and interrupts Onedrive sync while Cloudflare is trying to connect. Eventually, everything connects and settles down, but startup is kind of unsettled and takes a while.
 
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real mikeb_60

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Actually that number is probably a bit higher if you consider Windows Holographic, Windows 10 Team (Surface Hub), Xbox Dashboard, Windows Embeded POSRready 7, Windows IoT.
And there's my lil ol (never to be upgraded) pink tablet, running Win10 "Core" (variously listed as that or Home in various About descriptions) 32-bit. And it's fully upgraded. Since it doesn't use a VPN (even Warp) it hasn't had any connection issues recently (used mainly for streaming internet radio or USB stick files to an older (no built-in networking) receiver in the living room).
 
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TheFerenc

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Nightmare fuel. I do all my sensitive work in Linux anyway, but sheeeeeeesh.
Seriously. I teach an intro security course, and part of that is a discussion of VPNs. Of course, because over half the class was unable to get it working (Windows 10/11 users both), I had to show them how to do ssh SOCKS proxies to access some resources I needed them to use.

Absolute nightmare. Worst part? It claims it is connected the whole time, but the students get repeated “Connected to VPN” messages popping up about every 10 seconds. So much fun to troubleshoot that one.
 
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KonaKat

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I don't understand how a multi-billion dollar company can let things like this happen. VPN's are widely used; and with past patches tanking VPN's, I assume that Microsoft would include additional testing for current and future patches.

I've been running Manjaro Linux for more than three years. It just works for me and I am able to play the video games I enjoy through Proton.
 
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I can't imagine that corporate customers are on board with Microsoft's idea of "all your telemetry are belong to us". 11 has been around long enough that we should see enterprise-level adoption ramping up; but it isn't happening. Something has to give, and I think (okay, I hope) Microsoft will blink before the Fortune 100 will.

If these enterprises want to continue to have a secure computing environment then they will be updating within the next 18 months before Win10 goes EOL. There's not much to it.

The jump in usability from Win10 to Win11 is not the barrier that's hindering the upgrade - it's the same everytime there is a major OS update requirement. All organization are slow to upgrade because upgrades take time and money.
 
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