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Microsoft 365Published ·7 min read·Digi43 Editorial

Windows 11 Enterprise migration playbook after Windows 10 EOL

Windows 10 lost free security updates in late 2025. A short IT guide on hardware, license models, and a 30-day pilot rollout for 100-500-user organizations.

Windows 10 stopped receiving free security updates in October 2025. Continuing to run it requires paid Extended Security Updates (ESU), priced per year on a sliding 12/24/36-month scale. Migrating to Windows 11 Enterprise has moved from nice-to-have to mandatory across 2026.

Hardware — check before buying licenses

  • TPM 2.0 (Trusted Platform Module) — required, no workaround
  • CPU on Microsoft's supported list (Intel 8th gen+ / AMD Ryzen 2000+)
  • Minimum 4GB RAM, 64GB storage, Secure Boot capable
  • DirectX 12, WDDM 2.0 driver
  • Run PC Health Check or Endpoint Configuration Manager to inventory the fleet first

Choosing a license model

For Vietnamese enterprises, CSP (Cloud Solution Provider) via a Microsoft-approved reseller is most common — monthly billing, no long-term commitment. Organizations above 500 users tend to evaluate EA (Enterprise Agreement) for a 3-year commitment with better pricing and pre-vetted compliance.

IT team planning a Windows 11 deployment
IT team planning a Windows 11 deployment

30-day pilot rollout

  • Pick 1-2 departments (10-20 users) — IT plus a representative business unit
  • Week 1: in-place upgrade on devices that passed PC Health Check
  • Weeks 2-3: collect feedback on app compatibility, drivers, VPN/SSO
  • Week 4: finalize Known Issues + FAQ docs ahead of broader rollout

Digi43 supports hardware assessment, CSP/EA planning, SCCM/Intune deployment, and the 30-day pilot. Get in touch for a sizing review.

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