Still on Windows 10 in 2026? Here’s Why That’s a Problem for Your Business
Greg Johnson • November 7, 2025

If you’re still running Windows 10 in 2026, we need to talk.

Fact: Windows 10 Has Reached End-of-Life. You’re Now On Your Own.


Microsoft officially ended support for Windows 10 on October 14, 2025. That means no more security patches, bug fixes, or support of any kind. If your business is still running Windows 10 in 2026, your systems are vulnerable, which means, so is your data.


Despite the warnings, millions of users continue to use Windows 10, thinking that 'it still works fine' is a good enough reason to keep it. According to a recent TechRadar report, a staggering number of businesses and individual users have yet to migrate.


'It Still Works' Isn’t a Security Strategy


Let’s call it what it is: wishful thinking. Just because Windows 10 boots up doesn’t mean it’s safe. The lack of updates means any future vulnerabilities discovered by hackers will go unpatched. Permanently.


At IT Systems LLC, we’ve talked with business owners who aren’t sure if the upgrade is necessary or who worry it will cost too much. But here’s the truth: sticking with outdated systems is usually more expensive in the long run.


What the Risks Really Look Like


In a post-support environment, Windows 10 becomes what cybersecurity experts call a 'sitting duck.'

Here’s what can go wrong:


  • No patching means known exploits are open season for attackers
  • Third-party software begins to drop compatibility
  • Antivirus tools can’t rely on Windows APIs
  • Compliance failures (especially for places like dental offices, small attorney practices, or anyone dealing with client records and compliance.)


The TechRadar article warns that unpatched systems are already a top target for botnets and ransomware, and that will only increase as support fades further in the rearview mirror.


What You Can Do Now


1. Know What You’re Working With

Start with a full IT audit. How many machines are still running Windows 10? What’s their age, performance, and compatibility with Windows 11?


2. Upgrade or Replace

Many systems can be upgraded to Windows 11. But if your devices are more than 4–5 years old, it might be time for a refresh. Newer hardware supports better security, faster performance, and often costs less to maintain.


💡 Need help evaluating devices? Check out our hardware and procurement services.


3. Plan the Migration Strategically

You don’t have to upgrade everything overnight. Start with the people who rely on their computers the most, like your front desk team, managers, or anyone handling billing, and roll out upgrades in waves to avoid disruption.


4. Don’t Forget Backups and Security

Upgrading an OS is the perfect time to check that backups are functioning, MFA is enabled, and endpoint protection is current. See our cybersecurity checklist.



Why Some Businesses Still Haven’t Upgraded


From what we’ve seen, here are the top reasons businesses stay on Windows 10:


  • 'It still works fine'
  • 'We don’t have the budget right now'
  • 'We’re waiting to replace everything at once'
  • 'We didn’t realize support already ended'


The common thread? Uncertainty. But uncertainty shouldn’t be your IT strategy. We can help you build a phased plan that fits your timing, your team, and your budget.



What Not to Do When Upgrading from Windows 10


We’ve seen the good, the bad, and the messy when it comes to Windows upgrades. If you want a smooth transition, here are a few common mistakes to avoid:


  • Skipping a hardware check – Not all machines can run Windows 11. Trying to upgrade incompatible devices can lead to serious headaches.

  • Forgetting to back up your data – This one’s big. Always back up before you start. If something goes sideways, you’ll thank yourself.

  • Only upgrading part of your team – Leaving some staff behind on Windows 10 just creates confusion and compatibility issues.

  • Assuming it’s plug-and-play – Drivers, legacy apps, and user settings often need attention. It's not always a one-click fix.

  • Waiting until something breaks – Upgrading reactively costs more and takes longer. Be proactive.


FAQ: What Businesses Are Asking About Windows 11


Can I still use my Windows 10 machine after support ends?
Technically, yes…but you’re flying without a parachute. Without security patches, your system is exposed to known threats that hackers love to target.


Do I have to replace all our computers?
Not necessarily. Some older machines can handle Windows 11, but if they’re more than 4–5 years old, it may be smarter to replace rather than wrestle with upgrades.


What if we use custom software?
That’s something we plan for. We’ll assess compatibility and work with your vendors to ensure nothing breaks in the process.


How long does the upgrade take?
It depends on how many machines you have, but we typically phase upgrades to reduce downtime - often during off-hours to keep things running smoothly.


Can IT Systems, LLC handle everything?
Yes. From audits and hardware procurement to software migration and post-upgrade support, we’ve got you covered. This isn’t our first rodeo.



Why IT Systems, LLC Handles This Differently


We’re not here to upsell. We’re here to make sure your tech actually supports the way you do business. And we’re local, right here in West Michigan, so you don’t have to wait on hold with a national provider who doesn’t know your setup.


We’ve helped dozens of small businesses upgrade their systems, improve performance, and gain peace of mind.  Often saving money in the process.




Let’s Talk About What’s Next (Not What You’re Stuck With)


You don’t have to figure this out alone. Whether you’re running five Windows 10 devices or fifty, we’ll help you make a smart, sustainable plan for what’s next.


👉 Schedule a Windows 11 readiness check




You Might Also Like:


🧠 Time’s Up for Windows 10: What Grand Rapids Businesses Need to Know


🔁 Cloud vs. On-Prem IT in 2026: What Works Now?


💾 Firewall Setup for Small Businesses




By Greg Johnson February 13, 2026
Phishing emails are one of the most common and costly cyber threats facing small businesses in Grand Rapids, Michigan. These attacks are designed to trick employees into revealing passwords, approving fraudulent payments, or clicking malicious links that compromise company systems. For many small businesses, phishing is not a technical failure, it’s a human one. Understanding how these scams work and how to protect your team is one of the most important cybersecurity steps you can take. What Is a Phishing Email? A phishing email is a fraudulent message designed to appear legitimate. It often impersonates: A software provider A coworker or manager A vendor A bank or payment platform A service like Microsoft 365 or Google Workspace The goal is simple: Steal login credentials Redirect payments Install malware Gain access to sensitive company data Modern phishing emails are highly convincing. They often use real logos, accurate formatting, and urgent language that pressures employees to act quickly. Why Small Businesses in West Michigan Are Prime Targets Many small business owners assume hackers only target large corporations. In reality, small businesses are often more attractive targets because: They have fewer security layers Teams operate with high internal trust Financial processes are less segmented Attackers use automated tools that cast wide nets In West Michigan, we frequently see phishing attempts aimed at healthcare offices, schools, nonprofits, professional services, and trade-based businesses. Size does not protect you. Preparation does. What a Phishing Attack Can Cost a Small Business The impact of a successful phishing attack can include: Account takeover Fraudulent wire transfers Payroll diversion scams Data exposure Operational downtime Reputational damage Even a single compromised inbox can expose vendor communications, client data, and financial workflows. The cost is rarely just financial, it’s operational. Why Employee Awareness Is Just as Important as Security Tools Email filtering tools block many threats. But not all of them. Phishing works because it exploits human behavior: urgency, authority, and routine. An employee sees: “Your password expires today.” “Invoice attached.” “Wire transfer needed before 3pm.” They react quickly. That’s what attackers rely on. Technology helps. But your team is the final line of defense. How to Protect Your Team from Phishing Attacks 1. Enforce Multi-Factor Authentication (MFA) MFA prevents stolen passwords from being enough to access accounts. 2. Use Advanced Email Filtering Basic spam filters are no longer sufficient. Modern tools analyze behavior patterns, impersonation attempts, and domain anomalies. 3. Secure Your Email Domain (SPF, DKIM, DMARC) Proper domain configuration helps prevent spoofing and impersonation. 4. Provide Ongoing Security Awareness Training Annual training isn’t enough. Phishing evolves constantly. Employees need regular reminders and real-world examples. 5. Monitor Login Activity Unusual login attempts, impossible travel events, or repeated failed logins should be flagged and investigated quickly. Real Examples of Phishing We’ve Seen Locally Without naming names, we’ve seen: Fake DocuSign emails requesting credential re-entry Payroll change requests appearing to come from company leadership “Microsoft password expired” alerts Vendor invoice impersonation with slightly altered email domains Each one looked legitimate at first glance. How IT Systems, LLC Helps Grand Rapids Businesses Reduce Phishing Risk At IT Systems, LLC, phishing protection is not just about installing software. We help businesses: Configure secure email environments Implement multi-factor authentication Monitor suspicious activity Provide employee awareness guidance Respond quickly when incidents occur Security works best when tools, training, and monitoring work together. Frequently Asked Questions About Phishing Emails How do phishing emails bypass spam filters? Attackers constantly adapt tactics to avoid detection. Some phishing emails use legitimate compromised accounts, which makes them harder to detect. Can small businesses really be targeted? Yes. Many phishing campaigns are automated and target thousands of small businesses at once. Is Microsoft 365 or Google Workspace secure enough by default? Both platforms provide strong security foundations, but proper configuration, MFA, and monitoring are critical for full protection. What should we do if an employee clicks a phishing link? Immediately reset passwords, revoke sessions, review login history, and assess potential data exposure. How often should phishing training happen? At least annually, with periodic reminders and updates throughout the year. Strengthen Your Email Security Phishing emails don’t always look suspicious at first glance. If your business hasn’t reviewed email security or employee awareness in the past year, it may be time to take a closer look. 👉 Talk with our team about strengthening your email security.
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