Should You Upgrade To Windows 10 Now, Later Or Never?

Should You Upgrade To Windows 10 Now, Later Or Never?

Windows 10 is finally here. By now, you’ve seen some of its best new features and are probably wondering when to upgrade. For some, it’s free, a great update, and a foregone conclusion. For others it’s better to wait, or think about other options. Let’s see where you fall.

Title illustration by Tina Mailhot-Roberge.

You’d think upgrading would be a done deal, considering that Windows 10 is a free upgrade for so many people. But not so fast! We learned from past OS X upgrades that free doesn’t always mean “good,” and with something as serious as a Windows uplift, you should still think about whether that upgrade is right for you before you click “Begin Install.”

Remember: You Have A Whole Year To Redeem Your Free Upgrade

Should I Upgrade to Windows 10?

Many of you will have seen that “Windows 10 has finished downloading: Install Now?” dialog on your desktop and instantly clicked. You might even be looking at methods to make sure your turn in line comes sooner. That’s fine — but keep in mind that if your computer qualifies for a free upgrade, you have a full year to cash in on it.

That means that if you haven’t done the things you should before you install a new operating system — back up your data, update your drivers, and make sure your applications are compatible — there’s still plenty of time. Plus, if you discover that any of your favourite apps, games, drivers, or hardware just won’t work in Windows 10, you can wait for the manufacturer or developer to address that before you get on the upgrade bandwagon. In short, don’t be in a hurry just because it’s free, or just because the install package is sitting on your computer — it’s not going anywhere.

We haven’t heard of anything that flat-out doesn’t work in Windows 10, but that doesn’t mean you won’t. Even if one obscure tool you use hasn’t updated, it could destroy your workflow. Do your due diligence and make sure you’re ready.

Who Should Upgrade Now?

With that out of the way, there are some people who, once they’ve prepped their PC, don’t need to hesitate to upgrade. This includes tweakers, bleeding-edge enthusiasts, people who have been running the beta or the tech preview. For the rest of us, here’s a general list of people who should definitely get Windows 10:

  • Windows 8/8.1 users: We’ve never been on the hate wagon for Windows 8, but that’s not to say that it was entirely without problems. If you’re comfortable with the previous OS, Windows 10 improves on almost every aspect. It also brings back some of the things from Windows 7 you had to install third-party tools to get. For you, it will be an evolutionary upgrade, packed with features you’ll find useful, but not transformative or difficult to get used to. The only Windows 8 users who might want to hold off are the ones who paid for (and use) Windows Media Center, since Windows 10 doesn’t support it, and will actually remove it during the upgrade.
  • Windows 7 users willing to embrace change: If you’ve been running Windows 7 and are interested in some of the new features Windows 10 offers (virtual desktops without third-party tools, much-improved Aero Snap, the all-new Action Center for notifications) — not to mention the ones that came with Windows 8 (like those lightning fast boot times, many security improvements, or tighter integration with your Microsoft account, OneDrive, or Xbox) — you should upgrade as soon as you’re ready. Your hardware and drivers, PC games, and apps should all continue to work . Best of all, your upgrade is free as opposed to the $149 Microsoft wanted for Windows 8. However, if you rely on Windows Media Center, you’ll lose it, so keep that in mind.

Let’s just get it out in the open: Windows 10 is a worthwhile upgrade for most users and most PCs that can support it. We’ve been testing it here for months, both in technical preview and in beta. Like any new OS, it will take a little getting used to, and some things you may be familiar with have moved around. Stability-wise, it’s solid. Functionality-wise, there are definitely its share of quirks and inconsistencies, and some things we miss, but nothing so serious you should avoid it entirely.

Who Should Wait A Few Weeks Or Months?

Should I Upgrade to Windows 10?

Like we mentioned earlier, if you qualify for a free upgrade, you have a year to watch as people get hands-on, long-term experience with Windows 10 before you decide to join them. If you wait until after July 29, 2016, you’re stuck paying retail price. There are some people who’ll have to pay retail price anyway (I’m looking at you, Vista and XP users.) Either way, many of you will be better off waiting to see how things shake out.

  • Windows 7 users who are sceptical or hate change: If you’re a die-hard Windows 7 user, hated Windows 8, or hate change in general, waiting is your best option. Time, and more research, might bring you around. If you’re eligible for a free upgrade, you can take it slow and set aside time to upgrade and customise your PC afterward. You’ll just have time to get your bearings and do your homework. See how quickly others embrace Windows 10, and then make your own call.
  • Anyone waiting on software updates or new drivers: This may go without saying, but if you have important hardware for which the manufacturer is planning an optimised or updated Windows 10-compatible driver, hold off until you get it. If you have a critical app that for some reason works in Windows 7 or 8 but has issues in Windows 10, hang tight until the developer gets around to updating it. Most developers we’ve seen have taken advantage of the long technical preview and public beta period to test and update their apps and drivers, but there are probably some stragglers.
  • Anyone who wants to wait for the first patch or for the bugs to shake out: Some of you may want to hang tight just to see if other people report bugs first. You know the mindset: “don’t do Microsoft’s beta testing for them” (which doesn’t totally apply, since the beta is over now) and all that. Let other people work out the kinks and then install after a few patches or a service pack comes in. A lot of people have reported quirks and issues, things that come with any new OS, that impact their work, but their experience may not be yours. For example, Ars Technica thinks this is Microsoft’s best OS yet…or will be once the bugs are fixed. Their sentiment isn’t alone. Most reviewers, us included, think Windows 10 is great, and a few patches and updates will make it even better. You might want to wait for those updates.

If you’ve gotten anything from the list above, it’s that there’s no rush to upgrade. Wait and see how things pan out, and for a patch or two while Microsoft addresses the bugs and quirks people are uncovering. For example, Microsoft removed DVD playback from Windows 10. For most users, that’s not really a problem: our favourite video player for Windows, PotPlayer, and the ever-trusty VLC, can handle it just fine right now. But maybe you like Windows Media Player and want to wait for that update.

It’s also a good idea to actually try it yourself before installing: play around on someone else’s computer, or head to an electronics store that has demonstration models set up. For those people with older computers, ineligible for the free upgrade, you have all the time in the world, since you’ll have to pay for Windows 10 either way. Don’t get us wrong, we think that if you fall into one of the points above, you’ll eventually want to upgrade, just maybe not right away.

Who Should Hold Off Indefinitely?

Should I Upgrade to Windows 10?

Of course, with every new operating system, there are some people who just shouldn’t bother with it. In this case, the people who really consider Windows 10 fall into a few simple groups, and probably already know who they are:

  • Anyone relying on Windows Media Center: As we mentioned above, Windows 10 means the end of Windows Media Center. If you had it already, you’ll lose it, so if you rely on it, you may just want to stick with Windows 7, or Windows 8 with the WMC add-on. There are alternatives, of course, but they don’t handle things like live TV the same way that WMC does. If your setup is built around WMC, you’ll probably want to do your homework, choose an alternative that works best for you, and migrate on your own time (if at all.)
  • Windows Vista users: Windows Vista is a lot like Windows 8.1. By the time the furor around it died down and a few service packs were released, it was pretty solid. Vista users can expect support from Microsoft, including patches and security updates, well into 2017, and considering Vista systems don’t qualify for the free upgrade to Windows 10, you may want to hang tight instead of forking out the full Australian retail price.
  • Windows XP users: If you’re still running Windows XP, there’s probably a reason, and you know it. That said, there’s no guarantee that an XP machine meets Windows 10’s system requirements, and combined with the fact that the upgrade will cost you full price, we’d hesitate to tell you to upgrade. If you’re still rocking XP on older hardware, it’s time for a new computer. If that’s not an option, we have some other suggestions.
  • Anyone who is happy with the old laptop If you’re still using an old laptop that won’t support Windows 10, your best bet is to hold off until you’re ready to replace it. This could be in a few months or even a few years. In the meantime, you can stash the money and save up to buy a new computer that comes with Windows 10 pre-installed (the longer you wait, the lower prices will become). For people looking to upgrade their laptop sooner rather than later, here are five Windows 10-friendly laptops under $1000 for your consideration.

Of course, there’s one more group of people who won’t want to upgrade to Windows 10: People who either don’t use Windows or are leaving Windows entirely. We’re sure some of you are running Windows 7 who’ll never ever upgrade for any number of personal or aesthetic reasons. Similarly, if you’re no fan of the direction Windows has taken and you’re planning a move to OS X or Linux, clearly Windows 10 isn’t for you either.

The Bottom Line: A Solid Upgrade For (Almost) Everyone

Should I Upgrade to Windows 10?

At the end of the day, Windows 10 is a solid upgrade. We’ve tested it, we think it’s an improvement over Windows 8.1 and Windows 7. The upgrade is easy. If you’re running Windows 8 it’s near-seamless, though Windows 7 users should be ready for a longer experience. There’s nothing about it that should grind your work to a halt, but there might be some bugs and quirks to get used to. Of course, if you’re sceptical, take your time and make the decision to upgrade on your own, based on your own research, experiences, and the apps you run.

Our friends at Gizmodo have been keeping a daily log of their experiences with Windows 10 that’s worth looking at. They discuss the install process, day to day use and the issues they ran into, and even taking a Windows 10 PC to a LAN party and the PC gaming experience.

It helps that Microsoft made Windows 10 available in technical preview and beta so early, and that so many people have been playing with it. All that time has given us time to tweak it, customise it, and highlight issues. Odds are any problems you run into have been solved (or at least documented) by someone else, and developers have had plenty of time to get their software ready to ship. Aside from the issues that come with any new OS, and the flurry of patches to fix them that we’ll see in the next few weeks, there should be relatively few surprises. Just, as always, make sure your data is all backed up before you take the plunge.


  • If you have a MS Surface, hold off from upgrading to Win10 as the Surface 2 and 3 aren’t 100% yet. WiFi is slower, touch screen sometimes works, docking station might or might not work. Sometimes a reboot will fix the docking station but this is just my experience so far. There are a few other things that aren’t 100% yet on the Surface but these will no doubt be fixed with the next update or two. It’s just a driver issue. Has anyone upgraded surface and found these issues?

    • @barry yes experienced these issues and more. From my own experience what I can tell so far:

      * Surface Pro 3: Upgrade to Windows 10 is ok
      * Surface 3: Doesn’t quite work properly yet, a few bugs and a lot of WSODs
      * Surface Pro 2: Doesn’t quite work properly yet, a few bugs and a lot of WSODs

      • Surface Pro 3 – Not OK, there is an issue with the Video Drivers, have had a few troubles, I am still using it, as its not my main computer, and am testing it out for work purposes, but the average user might have problems, especially with the dock and the video drivers.

      • They did do testing, that I’m sure of it and I think they even stated they were testing Surface devices. I’m not really 100% concerned as nothing is really 100% on release. I’m very happy with upgrading the surface went without any major issues. The other things will be fixed sooner rather than later.

        • I dunno, those issued cited sound pretty glaring. My guess is that the two businesses are pretty siloed. The aggressive release date is also a good reason why I’m not diving in just yet. Pretty clear certain things like Edge were not due to be fully completed yet. I expect the same issues with compatibility (although that’s more manufacturers providing drivers). Let the beta testers play with it for now, I’ll get it at the first SP, provided I can actually see a reason to upgrade.

  • A fair number of Steam games just wouldn’t launch for me after the update. However the fix is quite simple, run Steam as administrator.

    I also had a bit of trouble with the HP software on my laptop but that too was fixed by launching as admin.

  • I run some legacy software that is frighteningly expensive to update to latest versions (synth VST’s and DAW).

    Going to hold off until I get clarification about backwards compatibility.

  • Also, don’t upgrade if you rely on a custom screen resolution. I upgraded my gaming PC last night which has a resolution of 2560x1440p at 60Hz but for some reason it didn’t work, not even with the custom resolution utility.

    I rolled back to windows 7 without any fuss.

  • There appears to be a (known/acknowledged) bug with certain wireless cards in certain Samsung laptop models that prevents installation unless you physically disconnect the wireless card, which sounds like a pain in the ass. I’ve not tried the ‘solution’ yet, but definitely have the issue. (Only get as far as the blue Window screen, and no further through the installation).

  • I’m nervous about how much hassle this upgrade would be if dual booting with Linux.
    It took me over 1 month to just change the boot Hard Disk for my Windows 7 + Linux mint dual boot system.
    The MBR format HDD was developing faults, and I replaced it with a 3TB drive that required UEFI+GPT format due to its size. Despite moving the old partitions across to the new drive, I had to reinstall windows. Reinstalling Mint and repairing GRUB both had bugs in the system tools, and much command-line work was required to get the system booting and both OSes available.
    Windows 10 adds a new boot loader, so it is a question of how much it will trash GRUB and whether this can be repaired with the current versions of the tools.
    It anyone can post up their experiences I would be interested.

  • Personally, I tried it on a couple PC’s. A Stream 11 and HP desktop. My real issues came with the Stream 11 and its small SSD drive. 32 GB and only 12 GB to install Windows 10 upgrade required that I use at least a 8 GB Flash drive to complete the upgrade. In the end it was my two year old Brother mobile scanner that Windows 10 did not support and neither did Brother. So its back to 8.1 and Windows 7 for me. But am not too sad, after all Windows is just Windows and I basically run a browser or two and a couple software titles. Its not like anything Windows 10 offers is that important to what I do. I’ll pass for now, and realize what I am using is just fine.

  • Windows has just completed an automatic update from Windows 7 to Windows 10. Which has wiped all my files and photos. Upgrade with caution as this has all the hallmarks of another failed Windows upgrade !!

  • I “upgraded” early on form windows 7. However i encountered the black screen with cursor issue. I was not able to work around this problem – even spent most of a weekend on the phone with microsoft support. Eventually reinstalled windows 7. I would be interested to know if this problem has been fixed. Otherwise I am very nervous about trying to upgrade again.

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