Microsoft gets into the spam game by again emailing Windows 10 users to prod them to upgrade to Windows 11 – is the nagging going too far now?

• Microsoft is sending out emails to push people to upgrade from Windows 10 to Windows 11
• While on the face of it, that seems a useful move to help some users, Microsoft’s angling of the email is far from ideal
• It also runs the risk of making Windows 10 users feel spammed, particularly as they’re still getting nudged numerous times within the OS itself

Microsoft is once again trying to persuade Windows 10 users that they need to upgrade to Windows 11, ahead of the impending cessation of support for the older operating system later this year.

This time, though, the nudge to upgrade isn’t being delivered within Windows 10 itself, but via email – although it isn’t the first time Microsoft has tried this approach.

I received an email from Microsoft (sent to the email address linked to my Microsoft account) regarding my Windows 10 PC needing an upgrade at the end of November 2024, a few months back, but now the software giant is sending out fresh messages to upgrade this month.

I didn’t get this latest mail (not yet, anyway), but Windows Latest did, and although it carries the same title, a warning that ‘End of support for Windows 10 is approaching,’ the email itself is somewhat different.

The overall thrust of the content is similar though. There’s a prominent reminder of the exact date that Microsoft halts support for Windows 10 – which happens on October 14, 2025 – and some suggestions of what to do with your old PC (trade it in, or recycle the machine). You can also click a link to check your upgrade eligibility for Windows 11.

Microsoft also clarifies that your PC will continue to work, it’s just that there will be no more support – as in software updates – piped through. There’s also a link to some blurb on how Windows 11 is more secure (which is certainly true), and a nudge to use OneDrive to back up your files if you plan to use Windows 10 after the deadline has passed, heading into 2026.

Analysis: Overstepping boundaries and taking some odd angles

There are a couple of things that strike me as odd here. Firstly, the plug for OneDrive feels very gratuitous, and hardly a solution to counter the prospect of having your PC compromised by running an out-of-date OS. Where on earth is the stern warning that it really isn’t a good idea to run Windows 10 on your PC when support for the operating system expires?

As you may be aware, without security updates, your computer will be left vulnerable to exploits, as when holes appear in Windows 10, they will no longer be patched up – a recipe for disaster, potentially.

Of course, if you really want to stick with Windows 10, then for the first time ever, consumers can pay to extend support, and I’d recommend you do so (for other options, explore my article on how to prepare for Windows 10 End of Life). Oddly enough, Microsoft doesn’t mention this extension of support in its email.

I say it’s odd, but then, Microsoft would really prefer you upgrade to Windows 11 anyway, either on your current PC – if it’s eligible – or by purchasing a new Windows 11 computer. And to that end, there’s a link in the email to ‘explore new computers’ which is something Microsoft has been urging us to do for a while now. As I’ve discussed before, there’s arguably merit to the suggestion in some ways, but a whole lot of other concerns outweighing that around the environmental toll that a ton of Windows 10 PCs ending up on the scrapheap might usher in.

These are serious worries, and likely why Microsoft is sending the other message in this email advising on recycling (or trading in) your old Windows 10 PC if you do upgrade.

The other point here is do you want to be getting emails direct from Microsoft about Windows 10 upgrades? Well, in some ways, I guess it’s better (or at least slightly less annoying) than being pushed to upgrade within the operating system itself, but the problem is, Microsoft is doing that as well – so Windows 10 users are getting both barrels, as it were. Sigh…

We can likely expect several further barrages of these kind of emails as 2025 progresses, and the October support deadline draws nearer – messages that folks may well be wanting their spam filter to deal with, frankly.

Don’t get me wrong here: I’m not saying it isn’t important to warn consumers about the dangers of an out-of-date operating system – it definitely is – but Microsoft is rather overstepping with its broad approach here, and worse still, this particular email actually undersells those dangers (while overselling other Microsoft products).

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