Windows 10 End of Life Approaching – Plan Your Upgrade to Windows 11 Now! 

Kris WilkinsonJune 11, 2024

As technology evolves, so must our systems. Microsoft announced that support for Windows 10 will end in October 2025. This means it’s time to plan and upgrade to Windows 11. Failing to do so will result in higher monthly costs, compatibility issues, and a significant rush for hardware. Make sure your team is aware of the incoming deadline and why it’s crucial to start planning now.

Who does this affect?

This change affects all businesses using computers with Windows 10. Businesses relying on older hardware, particularly computers purchased before 2020, should be aware that these systems are unlikely to be eligible for an in-place upgrade to Windows 11 and will likely need to be replaced. On the other hand, newer hardware may only require an upgrade to Windows 11 rather than a full replacement.

What Is Happening?

Microsoft will officially end support for Windows 10 in October 2025. Afterwards, Windows 10 systems will no longer receive critical security patches unless ESU (Extended Security Updates) is purchased. You must plan to upgrade or replace these systems to avoid operational and financial setbacks.

What is ESU (Extended Security Updates)?

Extended Security Updates (ESU) is a program offered by Microsoft that provides security updates for products that are no longer supported. This service is crucial for maintaining the security of systems that cannot be immediately upgraded. However, ESU comes with a cost, which increases with time.

Why Upgrade to Windows 11?

Upgrading to Windows 11 on a schedule is essential for several reasons:

  • Avoid Increased Costs: ESU fees, and potentially other fees from your MSP, will begin November 2025, with further increases anticipated in November 2026 and beyond.
  • Ensure Compatibility: Applications and systems will eventually face compatibility issues. Applications like Adobe Creative Cloud, Microsoft Office, Sage, Quickbooks and industry-specific software will eventually stop receiving updates, including security patches, as these vendors focus their efforts on the latest OS. This may lead to vulnerabilities and reduced functionality over time.
  • Prevent Hardware Shortages: Hardware availability around Canada will diminish as the deadline approaches. Large companies and government entities will purchase new machines rapidly, leading to potential delays and increased costs for everyone else.
  • Maintain Cyber Insurance: Cyber insurance policies require vendor-supported systems. Even with ESU, there is uncertainty about whether Windows 10 will meet these requirements. Upgrading to Windows 11 may be necessary to ensure full policy compliance.

How Does SIRKit Help Our Partners?

  • Upgrade Planning: We proactively collaborate with your team to develop a replacement or upgrade schedule. This schedule will ensure that systems are progressively upgraded each month or quarter leading up to October 2025, thereby avoiding a large expenditure all at once. We always provide this service to businesses subscribed to our Managed IT Services.
  • Upgrade Options:
    • System Automation: As a benefit of your Managed IT Partners, eligible workstations will be upgraded to Windows 11 for no additional fee when completed using our automation systems.
    • White-Glove Deployment: For personalized upgrades, partners can contact their dedicated vCIO to discuss tailored deployment options.
  • Replacement Strategy: For our partners, we are negotiating the best possible prices with manufacturers for systems that cannot be upgraded. To manage the transition smoothly, replacements will be scheduled on a first-come, first-served basis. We can introduce you to a leasing partner if financial assistance is required.

What Should You Do Next?

Contact your IT partner or SIRKit to discuss your upgrade plan and schedule. Early planning will help avoid the rush and ensure a smooth transition. Do not wait until the last 3 months; put a plan in place.


We understand these changes may bring challenges, but they are crucial for maintaining security, compatibility and efficiency. Our team is committed to supporting our partners through this transition. Should you have any questions or need further assistance, please reach out to us. Together, we can navigate these changes and ensure your systems are ready for the future.