Skip to content
InfraPlaybook
  • Home
  • pages
    • Editorial Contact & Research Desk
    • About InfraPlaybook & Testing Methodology

End of Support

Windows Server 2016 End of Support (12 Jan 2027): The Upgrade and ESU Playbook

October 23, 2026 by Daniel Hayes
Windows Server 2016 end of support – 12 January 2027 deadline calendar

Windows Server 2016 end of support is 12 January 2027. Inventory, upgrade paths to 2025, DC migration, Azure Arc ESU rules and an MSP plan, step by step.

Categories MSP Pricing and Operations Tags Active Directory, Azure Arc, End of Support, ESU, MSP, Windows Server, Windows Server 2016, Windows Server 2025 Leave a comment

Windows 10 ESU Year 2: Price, Activation Steps and the MSP Decision Guide (2026–2027)

October 17, 2026 by Daniel Hayes
Windows 10 ESU Year 2 – commercial ESU price per device

Windows 10 ESU Year 2 started 14 October 2026. Prices, who gets it free, MAK activation steps, Year 2 activation ID and an MSP plan to upgrade or replace PCs.

Categories MSP Pricing and Operations Tags End of Support, ESU, Extended Security Updates, Intune, Licensing, MSP, Windows 10, Windows 11 Leave a comment

Recent Posts

  • Kubernetes cgroup v2 Migration: The Complete Guide for 1.35+ Clusters (2026)
  • Proxmox Secure Boot Certificate Update: Enroll the 2023 UEFI Keys on Every VM (2026 Guide)
  • Windows Server 2016 End of Support (12 Jan 2027): The Upgrade and ESU Playbook
  • Secure Boot Certificate Expiration 2026: How to Update Windows PCs, Servers and Proxmox VMs
  • Proxmox Cluster Setup: Quorum, QDevice and HA Rules Explained (3-Node Guide)

Recent Comments

  1. Why Proxmox Shows Disk 100% Full When the VM Has Free Space (The Broken Discard Chain) - InfraPlaybook on Five Reasons Your VMware to Proxmox Migration Failed (and How to Fix Each)
  2. VMware Licensing in 2026: What Actually Changed for Small Business (And What It Costs to Stay) - InfraPlaybook on Five Reasons Your VMware to Proxmox Migration Failed (and How to Fix Each)
  3. Work Beyond MSP Services: How to Price Out-of-Scope Work (Without Hidden Margin Bleed) - InfraPlaybook on MSP Per-Seat Pricing Model & Break-Even Floor (2026)
  4. What Happens to Mailbox and OneDrive Data When an M365 License Is Removed? (The 30-Day Lifecycle Clock) – InfraPlaybook on Does Microsoft 365 Back Up My Data? (The Shared Responsibility Trap)
© 2026 InfraPlaybook • Built with GeneratePress