Windows 10 Is Ending—What Ontario Businesses Need to Know About Free Security Updates and Budget-Friendly Windows 11 Upgrades

As Windows 10 approaches its end-of-support date in October 2025, Ontario businesses face a critical decision: stick with aging infrastructure or embrace the future with Windows 11. Microsoft is offering Extended Security Updates (ESUs)—and in some cases, free access—to help bridge the gap. But relying solely on ESUs without a migration plan could leave your business exposed.

Let’s break down what’s at stake and how to move forward smartly.

What Are Windows 10 Extended Security Updates (ESUs)?

Microsoft’s ESU program allows businesses to continue receiving critical security patches for Windows 10 devices beyond the official support cutoff. While ESUs are typically a paid subscription, some organizations—especially those using Windows 365 Cloud PCs or Azure Virtual Machines—may qualify for free ESUs for up to three years.

Key ESU Facts:

• Available from October 2025 to October 2028
• Cost: Starts at $61 USD per device/year, but free for eligible cloud-based setups
• Covers security updates only—no new features or general support
• Requires devices to run Windows 10 version 22H2

The Hidden Risks of Skipping Security Patches

Delaying updates might seem harmless, but it’s like leaving your front door unlocked in a bad neighborhood. Here’s what’s at risk:

• Ransomware & Malware Attacks: Unpatched systems are prime targets for exploits like WannaCry
• Data Breaches: Sensitive client and business data can be compromised
• Regulatory Non-Compliance: Violations of privacy laws like PIPEDA can result in fines
• Botnet Infiltration: Your devices could be hijacked for criminal activity
• Reputation Damage: Clients lose trust when security lapses occur

Skipping patches isn’t just a tech issue—it’s a business liability.

How Ontario Businesses Can Upgrade to Windows 11 on a Budget

The good news? Windows 11 is a free upgrade for eligible Windows 10 devices. But hardware requirements are stricter, and not every PC will make the cut. Here’s how to roll out Windows 11 without breaking the bank:

 Step 1: Assess Compatibility

• Use Microsoft’s PC Health Check Tool to evaluate devices
• Look for TPM 2.0, Secure Boot, and modern processors

 Step 2: Pilot the Upgrade

• Test Windows 11 on a small group of users
• Validate app compatibility and user experience

 Step 3: Phase the Rollout

• Start with newer devices
• Schedule upgrades during low-activity periods to minimize downtime

 Step 4: Optimize Costs

• Upgrade components (RAM, SSD) instead of replacing entire machines
• Use Microsoft 365 Rewards or cloud subscriptions to offset ESU costs
• Leverage free training resources for staff onboarding

Why This Matters for Your Business

Upgrading to Windows 11 isn’t just about staying current—it’s about staying secure, productive, and competitive.

• Security First: Windows 11 includes built-in ransomware protection and Zero Trust architecture
• Productivity Boost: Features like Snap Layouts and integrated Teams streamline workflows
• Future-Proofing: Compatibility with AI tools and modern hardware positions your business for growth

Ready to Take the Next Step?

Whether you're navigating Extended Security Updates or planning a cost-effective Windows 11 rollout, our team is here to help. We specialize in supporting Ontario businesses with tailored IT strategies that balance security, performance, and budget.

Let’s make sure your systems are future-ready.
Contact us today to schedule a consultation or get answers to your upgrade questions. Call 

905-7751-432 or info@attitudeit.ca to speak to our team.