Windows 10 support will end on October 14, 2025, which is approaching quickly. If you’re looking to upgrade before then, it’s time to start planning the next steps and preparing to execute them.
According to StatCounter, Windows 10’s worldwide market share is around 62%, and Windows 11’s is 34%. The remaining share comprises older versions, with Windows 7 surprisingly outperforming Windows 8 and 8.1 combined totals.
Will your organization upgrade to Windows 11, or are you considering alternative strategies? Perhaps you’re sticking with Windows 10 for as long as possible or looking into other operating systems altogether. Most importantly, what is the reasoning behind your decision?
Will you be upgrading your org to Windows 11 this year?
- Yes, we’re already on Windows 11.
- Yes, we’re already planning this year’s upgrade to Windows 11.
- Yes, but we haven’t started planning yet.
- No, we’re already using a different OS.
- No, we’re exploring other operating systems.
- No, we’ll stick with Windows 10 as long as possible.
- Undecided—we’re still evaluating our options.
- Other, let us know below.
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23 Spice ups
DailyLlama
(DailyLlama)
2
We have a legacy app that uses SQL 2014, and therefore those users can’t be upgraded to Windows 11 yet. Everyone else is being upgraded though (about 95% done on that), and the legacy app is promised to be ready by August™.
So we’re about 60/40 Windows 11 at the moment, and as soon as that app is replaced, I’ll be pushing out the upgrades to everyone else (once I’ve uninstalled SQL 2014).
And yes, I did ask about developers making it work with a newer version of SQL, but nobody wants to assign any effort to a legacy app anymore…
11 Spice ups
ajason
(aJason)
3
I see no reason to stay with Win10 for our business. We have been migrating our users to Win11 and will continue to do so until finished. I expect to be done with that by late spring/early summer roughly.
13 Spice ups
sparkfist
(Sparkfist)
4
I made a change in position at my company back in November, so, I’m no longer in the IT department. I was told by someone still in there that they have started the required migration of all computers to Windows 11. I say that as the engineer PC image using Windows 11 has yet to be finalized and so new computers still use Windows 10. I’m also included on this.
With the exceptions of engineers, all other computers are given a Windows 11 image. Getting everyone moved over has been something that was known. It’s just that now the regional IT department is calling out the individual companies to get things moving. I’m just going to wait for the email to tell me they have the image ready and can get me setup with a new image.
I’m not hard pressed on this in my own life. I’ll wait and push off moving my PCs to Windows 11 as long as I can. I know there isn’t much difference under the hood between the two. The stickler is that I don’t like them taking away Control Panel and the menus under Settings are atrocious. So, to save myself the headache I’m putting it off until the last minute.
11 Spice ups
School IT here. The next few months are going to involve creating/testing various lockdown GPOS on VMs, will cut everything over during summer break. I refuse to operate a mixed environment because having different look/feel just won’t end well with my user base. Hoping SCCM will cut the craziness to a minimum, anticipating pain over the summer.
17 Spice ups
About 10K has been migrated to Win11. We have only a few hundred to go. It’s been going pretty well. Some hiccups along the way but definitely gets easier.
Can those that do the upgrades, is it getting easier for OS upgrades?
I remember going from 98 to WinXP was definitely a challenge.
10 Spice ups
rsonnek
(RSonnek)
7
We are slowly migrating to Win11 at work.
At home? Never. I will stay on Win10, and possibly switch to using Linux Mint.
16 Spice ups
ode2joy
(Ode2joy)
8
I’ve already been rolling out W11 ever since PC’s started shipping with it, so I just need to circle back around and do the ones that were rolled out with W10.
In my experience, it’s infinitely easier than when I migrated PC’s to XP, and then W7 a few lifetimes ago. My RMM does all the heavy lifting, and I just tell each user to leave the computer on overnight, and then I click a couple buttons to schedule a job for 2am and walk out the door. I’m still doing it in a very controlled manner with just a handful at a time, but it’s nothing like the “boots on the ground” days of yore. I should be in a good position to have them all upgraded before support ends.
10 Spice ups
forceflow
(Force Flow)
9
I wish I could skip win11. Every other windows release turns out to be an experimental dud with significant. problems. I would prefer to wait it out on win10 then maybe jump to win12 if/when it comes out.
12 Spice ups
MicahInNY
(MicahInNY)
10
We grumbled about the upgrade, but testing current usage and apps has gone well. The Powers That Be decided that since we are due for a major workstation upgrade, we will roll out 11 with new machines and try to do as few reinstalls/in-place upgrades as possible.
9 Spice ups
Griff_389
(Griff_389)
11
Got around 40% of the company over to Windows 11.
All of our programs work fine with it, and not seeing any major issues with users.
We are doing things like ungrouping task bar icons, right click menu’s back to Windows 10 feel, but other than that it’s pretty much out of the box.
Annoyingly Outlook shortcut gets replaced with “Outlook New” which has caught a couple of people out, and I haven’t found an easy way to just “Show all icons” in the notification area of the task bar yet. Why would I want to hide my AV icon behind an extra arrow.
Upgrade is pretty easy, assign a build of Windows 11 to a new group in our WSUS, and move machines a few at a time. Let them know it’s happening, and they can restart it over night.
There’s often around a 10 minute delay when logging back in the first time.
The only issue is disk space. A lot of our machines have a 128gb SSD and the update seems to like more than 30gb free. Binning old profiles from the machine, shrinking mailbox OSTs, and cleaning Chrome and Teams Cache seems to sort it for most users.
5 Spice ups
dbray2
(dbray2)
12
All devices that are Windows 11 capable will be upgraded. There are devices that will be upgraded this year which will have Windows 11 and then the remainder will be upgraded through attrition over the next couple of years. I’ve found out that Microsoft still sends critical updates even after their end of life dates because of the LTSC contracts they have in place. However, they don’t do any feature updates, which is fine. The critical updates will still be supported with the LTSC contracts until 1/13/32 just in case you didn’t know this.
7 Spice ups
seanwolsey
(Sean Wolsey)
13
We’re working on migrating to Windows 11 this year. We’ve been waiting to leave 10 until they got 11 more solid / stable. That has yet to really happen, but it’s going to take time to migrate everyone, so we have to get started. I wish they’d have kept supporting 7: that was the best, most stable version of Windows MS ever released. Personally, I don’t see the need to “upgrade” if you don’t need the new features. I feel like MS just forces the upgrades because they want all our data, and the older versions are too hard to scrape. Discontinuing security updates is their way of forcing the newer versions on us, even though many people don’t like them.
I do have to agree with @forceflow about every other version (which Win11 is) being absolute junk.
8 Spice ups
egp_dave
(egp_dave)
14
On my own time I’m a Mac user. I do have a handful of older PC’s which I never use. Most will be scrapped or given away but a semi-recent Intel NUC might be usable with a Rufus install (it has a TPM, just not a new enough CPU.)
At work, we still have a ways to go.
1 Spice up
neko-neko
(Neko-)
15
Work-wise already on Windows 11… The Windows 10 machines still around (far and few between) are slated for replacement soon anyway.
Home situation I’m sticking to Windows 10 as long as possible, seeing Microsoft deems my CPU as not compatible (everything else is in the green), and thus doesn’t want me to install it at all. My rig is keeping up easily with what I want it to do, and I see no need to specifically replace it (and spend a heap of cash just cause Microsoft deems my hardware inadequate for their fancy new OS).
Mom’s PC is decidedly older… Now that one may well really have issues gettig upgraded to Windows 11, tho I’m still willing to try eventually as support for 10 dies.
I know they’re backing off on prohibiting the install on unsupported hardware, but there is still somewhat of a threat from them that future updates may check hardware compatibility and thus end up with me having a Windows 11 system, but unable to install updates due to Microsoft being annoying.
8 Spice ups
We are running VMs for the user and plan to upgrade these to Windows 11.
However, the PCs they are using to connect to the VM are currently running Windows 10 and not compatible with Windows 11, so rather than creating a ton of e-waste, we are switching these to ChromeOS.
5 Spice ups
Evan7191
(Evan7191)
17
The organization where I work has already moved to Windows 11.
My PC at home is still running Windows 10 for now and does meet the compatibility requirements for Windows 11, because Microsoft says the CPU is not supported. My PC still works great, and I don’t like the idea of paying $1500 or more for a slightly better computer simply to run Windows 11. That feels like planned obsolescence and a waste of resources. I plan to migrate my personal computer to Ubuntu later this year.
6 Spice ups
I’ve started rolling out Windows 11 at my organization. I’m using group policy to move the Start button to the left side of the taskbar since I think that is the most immediately noticeable difference from Windows 10 from the user perspective. I don’t know that many of my users realize they are on Windows 11 since the only feedback I have received has been from users that I notified of the upgrade. As long as they can find their web browser and MS Office apps, I don’t think any of them care until you tell them that something has changed. Once they know, then the complaints will start rolling in. I plan not to tell anyone else. 
5 Spice ups
Slow rolling Win11 to users, but fighting for budget to get noncompatible systems replaced.
4 Spice ups
CraigSu
(CraigSu)
20
In our school environment, as long as macOS is a thing we have no plans to move to Windows (any version).
2 Spice ups