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The Windows 10 Countdown: Is Your Business Ready?

October 3, 2025 by jaypee

Calendar with October 14, 2025 marked in red to signify the end of support for Windows 10

Microsoft has officially announced that Windows 10 will reach end of support on October 14, 2025. For many small and mid-sized businesses (SMBs), this date may feel far away—but the reality is that planning should begin now.

When an operating system reaches end of support, Microsoft stops providing security updates, bug fixes, and technical assistance. This means that after October 14, 2025, Windows 10 devices will be increasingly vulnerable to cyberattacks. Unsupported software is a prime target for hackers, and compliance with regulations like GDPR, HIPAA, or PCI-DSS may also be jeopardized.

Risks of Staying on Windows 10

  • Increased Exposure to Attacks: Without patches, any new vulnerability will remain unprotected.
  • Unsupported Applications: Vendors will gradually stop updating apps for Windows 10.
  • Compliance Gaps: Businesses in regulated industries risk failing audits.

Transition Options

  1. Upgrade to Windows 11: The most straightforward path, provided your hardware meets the requirements.
  2. Extended Security Updates (ESU): Microsoft may offer ESUs for critical systems, but these are temporary and come at a cost.
  3. Migrate to New Hardware/OS: Some older machines won’t be Windows 11 compatible, making hardware refresh an opportunity for modernization.

Migration Checklist

  • Inventory all devices running Windows 10.
  • Perform application compatibility checks.
  • Back up critical data.
  • Test upgrades in a controlled environment.
  • Roll out upgrades in phases, monitoring performance.

Decision Criteria for SMBs

  • Budget: Consider the cost of upgrades vs. security risk.
  • Compliance: Industries with strict regulations must act quickly.
  • Hardware Age: Older machines may justify replacement rather than patching.

Don’t wait until October 2025 to act. Start assessing now, test upgrades, and create a roadmap. A proactive plan ensures smooth transitions, reduced risk, and long-term business continuity.

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