Should I Upgrade to Windows 11

By March 25th, 2026Windows Tips20 min read
Upgrade to Windows 11

If you’re asking yourself: “Should I upgrade to Windows 11?” You’re not alone!

I’ve been there, staring at that “Upgrade Now” button under Windows Update, as if it might bite if I click it. But hey, many of us are unsure whether upgrading is the right move, so let’s break it down with a bit of humor, because it’s never funny when things go wrong with your PC!

Key Takeaways

  • Upgrading to Windows 11 offers enhanced security, new features, and a user-friendly interface, making it an appealing choice.
  • Windows 10 support ended on October 14, 2025, leaving systems without the Extended Security Updates. However, you can sign up for extended support if you’re willing to switch from a Local Windows login to a Microsoft login account.
  • The upgrade process is straightforward, and Microsoft provides support, so users can resolve any issues that arise during the transition.
  • Windows 11 introduces features optimized for gaming and improved context menus, but users should consider compatibility with existing software before upgrading.
  • Ultimately, the decision to upgrade hinges on personal preferences, system compatibility, and the need for newer features.

Yes, You Should Upgrade to Windows 11

Why even bother upgrading, right? Let me share why upgrading to Windows 11 might be a good idea.

This latest Windows OS (Operating System) comes packed with features designed to make your computer more secure, as well as new features you might find helpful.

Windows 11 includes unique new features that Windows users will appreciate.

This latest version supports additional software to enhance the user experience by integrating Android apps. Plus, improved performance and a more user-friendly interface.

Plus, improved integration with Microsoft services like OneDrive if you use these services. Personally, I don’t like storing my private files in the cloud. I don’t care what any company says about their security; it’s at risk if you’re not in full control of your data!

And honestly, the learning curve is really easy, even if you’ve never used Windows before.

Plus, on October 14, 2025, Windows 10 will no longer be supported, meaning no more security updates (unless you’re willing to use a Microsoft login). Meaning, these free security updates are only available if you subscribe to the Windows Extended Security Updates program using a Microsoft account.

That’s right, yet another login collecting your data! Isn’t it funny how that all worked out!

Windows 10 Extended Security Updates Program

Microsoft’s Extended Security Updates (ESU) program for Windows 10 went active after end-of-support on October 14, 2025. The cost varies depending on whether you’re a consumer or a business/organization, and it increases each year.

Here’s a breakdown of the ESU costs:

For Consumers (Individuals)

Individual users can currently protect their Windows 10 devices through October 13, 2026. Microsoft has added “Free” tiers that were not part of the initial announcement.

  • Cost: $30 USD per device for one year.
  • Free Options (The “New” News): Consumers can actually get this first year for free using one of two methods:
    1. Windows Backup: By signing into a Microsoft Account and enabling “Windows Backup” (syncing settings/folders to OneDrive), the device is automatically enrolled in ESU at no cost.
    2. Microsoft Rewards: You can redeem 1,000 Microsoft Rewards points to “purchase” the enrollment.
  • Availability: Currently, Microsoft has only committed to a one-year term for consumers. There is no official confirmation of a Year 2 or Year 3 for individual home users.

Note: Currently, Microsoft has only announced a one-year ESU option for consumers. It’s unclear if they plan to offer this beyond the first year. My guess is the determination will be based on costs to maintain these updates verses the total revenue generated through the program. However the cummulative costs will likely become prohibative for many as we see below.

For Businesses and Organizations

Business pricing is much higher and scales aggressively to encourage upgrading to Windows 11.

  • Year One (Current): $61 USD per device. (Ends Oct 2026)
  • Year Two: The price doubles to $122 USD per device. (Starts Oct 2026)
  • Year Three: The price doubles again to $244 USD per device. (Starts Oct 2027)
  • Cumulative Requirement: If you join in Year 2, you must pay for Year 1 retroactively.
  • Cloud Management Discount: Businesses managing devices through Microsoft Intune or Autopatch pay a reduced rate of $45 USD for the first year.

Free ESU Options (Cloud & Enterprise)

  • Windows 365 / Azure Virtual Desktop: Windows 10 virtual machines running in the cloud receive security updates for the full three years at no additional charge.
  • Windows 365 Link: Physical devices used specifically as “thin clients” to connect to Windows 365 Cloud PCs receive free ESUs for three years.
  • Education (EDU): Schools receive a significant discount, with Year 1 starting at just $1 USD per license.

It’s important to understand that the ESU program provides only critical security updates. It will not include new features, feature updates, or technical support beyond security patches.

Microsoft put a lot of effort into simplifying the Windows 11 user interface to make it more user-friendly. They have added new apps and features available only in Windows 11, so they want you to switch.

Alternatively, some features found in Windows 10 have been removed. While many of these features are optional, there are a few, such as Windows Mixed Reality, that I will mention later, that I could not live without.

Before Upgrading to Windows 11

Okay, so now you’re thinking of taking the plunge. But before you click the Windows upgrade button, here are some things to consider when upgrading to Windows 11, including hardware requirements and potential security risks.

  • Compatibility: First, check whether your current PC hardware meets the minimum system requirements for Windows 11. You can use Microsoft’s PC Health Check app to determine the operating system requirements.
  • Data Backup: You never know what could go wrong, and there is a risk of losing data during the upgrade process. It’s always a good idea to back up your important data before any major change. Also, consider making a system image so you can easily restore your entire PC to a state before the upgrade.
  • Time: This process can take some time, so make sure you set aside enough time for the upgrade and any troubleshooting that may be needed.

Benefits of Upgrading to Windows 11

Now, let’s talk about the good stuff – the benefits when you upgrade to Windows 11!

  • Improved Performance: Windows 11 is optimized for faster boot times and improved overall performance. You may notice a difference in how quickly your computer responds.
  • Enhanced Security: Windows 11 requires Secure Boot and TPM 2.0, which help protect against firmware attacks and make sure that your system boots using only trusted software. This feature is required to upgrade to Windows 11
  • New Features: From a redesigned Start menu to improved multitasking and better touch screen support, Windows 11 offers a range of new features to enhance your overall user experience. Plus, many of these include new Windows Key functions for quick and easy access.
  • Better Integration: If you already use Microsoft services like OneDrive, upgrading to Windows 11 will provide even better integration with them. This means easier access to your files and more seamless collaboration options.
  • Long-Term Support: Windows 11 will be supported for at least ten years, meaning you won’t have to worry about upgrading again anytime soon. This can give you peace of mind and save you from potential costs later.
  • Multiple Desktops and Virtual Desktops: Windows 11 makes it easier to set up and manage multiple desktops for different tasks, such as work, personal activities, and children’s schoolwork. This feature, known as virtual desktops, is more user-friendly compared to Windows 10, making multitasking more efficient and organized.

Is Upgrading to Windows 11 Easy to Do?

Absolutely! Microsoft has made the upgrade process as painless as putting on a band-aid — quick and with minimal ouch.

The setup walks you through step by step, so you’re not left scratching your head, wondering what to click next. Plus, plenty of online tutorials and resources are available to help you.

Upgrading and Installation of Windows 11

Upgrading to Windows 11 is relatively simple, but your computer must meet the system requirements before proceeding.

To check whether your computer is compatible, run the PC Health Check app we mentioned earlier.

This handy tool will scan your computer and provide a report on whether it meets the necessary hardware requirements.

Quick Tip: PCs not supporting TPM 2.0 are what stops most people from being able to upgrade to Windows 11.

Does your Windows update say, “This PC doesn’t currently meet the minimum system requirements to run Windows 11?”

If you have a fairly new computer, it may just be that the TPM (Trusted Platform Module) setting in the system BIOS is disabled. (Some systems come this way by default)

However, if your computer meets the operating system requirements, you can proceed with the upgrade. The upgrade is designed to be seamless, so you won’t lose any data.

Plus, it’s always a good idea to back up your important personal files before upgrading to Windows 11. This will save your data files in case anything goes wrong. PCs are replaceable, but data is not!

Upgrading Windows is important for maintaining security updates and compatibility with newer hardware and software. Using the latest version of Windows 11 ensures better hardware and software compatibility and security.

You’ll be prompted to sign in to a Microsoft account during the upgrade. This Microsoft account is required for Windows 11 and will allow you to access features such as OneDrive backup, Store apps, and Xbox games.

If you don’t have a Microsoft account, you can create one during setup. And, while there are ways around this Microsoft account requirement, these workarounds are being systematically disabled in subsequent updates.

Quick Tip: There are ways to create a local account in Windows 11, but Microsoft is quickly nerfing these options.

Once the Windows 11 upgrade is complete, you can explore its new features and improvements. You’ll notice a new Start menu, improved Snap Groups, and a more streamlined Settings app.

Plus, you’ll have access to Android apps in the Microsoft Store. It’s like getting a brand-new PC without actually buying one!

We cover all these new features and more throughout this article.

What If I Have Trouble Upgrading?

If you have any issues during the operating system upgrade, don’t worry. Microsoft has a dedicated support team available to assist with any problems. Well…maybe?

I say this because it’s true, but I wish you all the best of luck if you decide to contact them for help!

However, in my experience, you’ll be better off finding a local PC support company, a PC Geek friend or an experienced neighbor to help.

Does my computer meet the minimum system requirements for Windows 11?

Windows 11 is designed to be compatible with many systems running Windows 10.

However, some older hardware or software may not work with Windows 11. However, if it works in Windows 10, it will almost certainly work in Windows 11.

As mentioned before, Microsoft’s PC Health Check app lets you check compatibility before upgrading, so make sure to use it before starting the upgrade.

These system requirements have been a source of contention among many users, as Microsoft initially imposed strict upgrade restrictions, primarily around CPU compatibility and security. Even if your PC is powerful enough to run Windows 11, it won’t let you upgrade unless it supports TPM 2.0 (Trusted Platform Module) for secure boot.

However, as of October 2021, Microsoft has eased these restrictions, allowing more systems to upgrade to Windows 11.

Can I Change My Mind After I Upgrade to Windows 11?

Change Mind After Upgrading Windows 11

You sure can! Microsoft understands cold feet; they give you a 10-day grace period to decide if Windows 11 is right for you or if you’re missing the familiar comfort of Windows 10. It’s like digital dating, with the freedom to swipe left or right. So you have up to 10 days to revert back to Windows 10

What’s the Major Difference Between Windows 10 and Windows 11?

Picture this: Windows 10 is a comfortable, reliable car you’ve driven for years. Windows 11 is the same model but newer, with a more modern design, a more fuel-efficient engine (or a battery if that’s your thing), and a bunch of cool new gadgets on the dashboard.

The biggest change? A centered Start menu and revised taskbar are designed to make your desktop more useful and stylish.

It’s like your old ride got a “Pimp My Ride” makeover. (Remember that TV show?) Although many early adopters just hated the centered Start Button Menu. I was one of them. So, Microsoft later added an option to move it back to the left. Options are never a bad thing!

Most of the tools and settings you’re familiar with in Windows 10 are still there. They have just been laid out differently to make them seem easier to access.

However, certain features and updates will not be available in Windows 10 the same way they are in Windows 11, which may affect your upgrade choices.

I say “seems easier” because the changes will feel less helpful at first, but, as with anything new, you will get used to them over time.

What About Gaming and Android Apps on Windows 11?

If you’re a gamer, we have great news for you! Windows 11 includes DirectStorage, designed to optimize your gaming experience by reducing load times and improving graphics performance.

And while Windows 10 also supports DirectStorage, it’s not as well optimized as Windows 11.

Plus, Xbox Game Pass subscribers can access over 100 games on their PC with the click of a button. This feature is also available with Windows 10, but you’ll find Game Bar improvements and optimized DirectStorage benefits with Windows 11.

For a time, there were performance issues with some games on Windows 11, but Microsoft has since fixed them, and many games now run as they should.

What Does Windows 11 Do Better?

Where do I start! For Windows users, Windows 11 offers improved virtual desktop support and better multitasking with Snap Layouts and Snap Groups. Plus, a more polished overall look and better menu navigation.

Also, the new virtual desktops feature allows users to create and manage multiple desktops for different tasks, making it more user-friendly for multitaskers.

It’s the difference between standard and gourmet coffee – both can wake you up, but one just tastes better.

Plus, with Windows 11 being optimized for touchscreens and tablets, it’s easier than ever to switch between desktop and tablet mode.

Although “tablet mode” is like a flashback to the disaster that was Windows 8!

Context Menus: How Have They Changed?

Right-clicking in Windows 11 no longer feels like opening a treasure chest, as you hope to find the option you need buried under a mountain of others.

The context menus are streamlined, focusing on what you use most often. They finally realized we don’t need a map to find the treasure; it’s right there on top.

At first, I hated the new menu layout until I discovered I could customize it.

You can add or remove shortcuts as you see fit. It’s just another way to make your Windows experience “Yours”!

What Issues Are Other People Having with Windows 11?

Windows 11 Upgrade Issues

No major upgrade comes without its hiccups. Some folks have encountered compatibility snags or missing features they used in Windows 10.

It’s like having a favorite dish when you dine out, only to have the restaurant change the menu and take it off.

However, Microsoft is always working on updates to fix these issues and improve features. So, there may be some initial bumps in the road. However, it’s safe to say that Windows 11 will only improve with time.

Update: 2026 has been a rough start of the year for Windows 11 Updates, it has caused issues with user systems, from crashes to losing access to the Boot (C:\) drive, to name a few.

One of the changes that impacted me most was the depreciation of WMR (Windows Mixed Reality). And while this affects Windows 10 as well, Windows 11 users are finding that their supported devices, such as the HP Reverb G2 VR headsets, are no longer working.

It’s a key feature many are unwilling to live without. However, if you use Steam for gaming, there is a new utility, “Oasis Driver for Windows Mixed Reality,” that has brought the HP Reverb G2 back to life, but it’s only available on Steam.

Are There Any Reasons Not to Upgrade to Windows 11?

If your device is older and doesn’t meet the minimum requirements, you won’t be able to upgrade it and will eventually need to replace your computer.

Additionally, if you have specialty software or programs that are not yet compatible with Windows 11, it might be better to wait and see if they will offer an upgrade.

And of course, there’s always the possibility that something won’t work as it should.

However, as I mentioned earlier, Microsoft is constantly working on updates to improve the overall experience. So, if you do experience any issues, they will likely be fixed in future updates.

Ultimately, it’s a matter of personal preference and individual circumstances whether to upgrade to Windows 11 immediately or wait a little longer.

As for me, I was just about to pull the trigger on the upgrade when I read that Windows Mixed Reality would be deprecated and removed in future updates.

It’s not an option for me as I’m a big VR Flight and Sim Racer, and I use an HP Reverb G2 VR headset that requires Windows Mixed Reality for my non-Steam PC Games. Your needs are likely different, so weigh your options and make the decision that’s best for you.

What If I Can’t Upgrade My Computer to Windows 11?

It’s time to consider making a choice! As mentioned previously, Windows 10 will only be supported until October 14, 2025, unless you’re willing to pay!

Depending on your computer’s age, it may be time for a new one anyway. And what better excuse than the old “Honey”, I need to buy a new PC because Windows 10 is no longer supported. I’m sure your partner wants you to be safe…right?

Also, when you eventually upgrade, don’t forget to properly recycle your old system. I’m not trying to come off as an eco-snob, but sometimes it feels good to do the right thing.

However, until then, enjoy your Windows 10 until the bitter end!

Can I Stay on Windows 10?

If you’re happy with your current Windows 10 setup and aren’t concerned about support ending in October, there’s no need to rush to upgrade to Windows 11.

Staying on Windows 10 might make sense if you’re not interested in any of the new features and changes in Windows 11.

Additionally, if your computer doesn’t meet Windows 11’s hardware requirements, you may be prevented from upgrading, so the choice is made for you.

The decision to upgrade to Windows 11 or stay on Windows 10 depends on your individual needs and computer hardware.

So, if you’re looking for a new operating system with the latest features and improvements, Windows 11 might be the way to go.

However, if you’re happy with your current setup and don’t want to deal with the hassle of upgrading, staying on Windows 10 is perfectly fine.

Final Thoughts

It boils down to personal preference and needs. If you need the latest features in Windows 11 and your computer can handle it, go ahead and upgrade! As I mentioned before, you have 10 days to change your mind.

Also, if you’re like me and need features like WMR (Windows Mixed Reality), which has been removed in Windows 11, don’t do it until you’re forced to.

With operating system versions dating back to Windows “Version 1.0”, there are still “Old Windows Features” that carried over to Windows 11. And my favorites are “Control Panel” and the previous “File Explorer”.

I miss the previous File Explorer, and it will be a dark day (for me anyway) when Control Panel is eventually removed. However, I’ll never miss the original Internet Explorer!

If you’re happy with Windows 10 and cautious about change, consider staying put. After all, upgrading the operating system should make using your PC easier because you want to rather than need to.

In the end, whether you decide to upgrade to the new Windows 11 or not, remember it’s all about what works best for you. It’s your choice!

Frequently Asked Questions

Can I upgrade to Windows 11 for free?

In most cases, yes, upgrading from Windows 10 to Windows 11 is free, but only if your device meets the minimum hardware requirements.

Will my files be deleted during the upgrade?

No, typically your files and data will be transferred to Windows 11. However, it’s always recommended to back up your files before any major software update.

How do I know if my computer can run Windows 11?

Microsoft provides a PC Health Check app that tells you whether your computer meets the minimum hardware requirements to run Windows 11.

Dave Williams

Hi! I'm Dave. I retired from corporate life over ten (10) years ago and now spend my days writing and sharing "Tips" on any topic I have experience with. That experience spans over 30 years in IT Services to Website Planning and Design, including content optimization and analytics. Check out my "Who is DTJ" page to learn more about me.

4 Comments

  • Travis Black says:

    I’m in the same boat as you. I have a reverb G2 and need windows mixed reality. I wish Microsoft would release it as a seperate app so I could upgrade. I get why they no longer want to support it but it left a lot of us high and dry with very expensive hardware!

    • Exactly! I’ll probably end up building a new PC and keeping this one just for my VR apps. I’ll eventually get a new VR headset, but I want to get my money’s worth out of this one while I can.

  • Travis Brooks says:

    Understanding compatibility checks was particularly useful. Do you think the performance improvements mentioned are significant enough to justify the upgrade for users with older PCs?”

    • If I understand your questions correctly, if you have a PC that doesn’t meet the upgrade requirements and could be practically upgraded. Meaning you can reuse many of the key parts like drives and RAM, and even the motherboard, it might be worth it.

      If your PC is more than 5 years old, you might consider replacing it if it’s within your budget. Otherwise, consider just staying with Windows 10 for as long as you can, unless there is some new Windows 11 feature you just need to have.

      Microsoft is offering extended security updates for Windows 10. However, there will be a subscription cost.

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