Windows Server - Migration Pathways — Where Should Each Workload Actually Land?

Windows Server - Migration Pathways — Where Should Each Workload Actually Land?

Windows Server - Migration Pathways — Where Should Each Workload Actually Land?Floyd James
Published on: 31/07/2026

Part 1 of this series made the case for treating the 2012 and 2016 EOL dates as a single 15-month remediation window. Now the harder question: where does each workload go?

Technology CurrencyIT Compliance
ESU Is a Bridge — Not a Destination Blog Post

ESU Is a Bridge — Not a Destination Blog Post

ESU Is a Bridge — Not a Destination Blog PostFloyd James
Published on: 24/07/2026

ESU Is a Bridge — Not a Destination Why Extended Security Updates should accelerate Windows Server modernization—not postpone it The executive takeaway: ESU reduces a narrow slice of security exposure while the platform remains beyond end of support

Technology CurrencyIT Compliance
The Windows Server 2012 R2 ESU Cliff — 3 Months Out

The Windows Server 2012 R2 ESU Cliff — 3 Months Out

The Windows Server 2012 R2 ESU Cliff — 3 Months OutFloyd James
Published on: 22/07/2026

October 13, 2026. That's the hard stop. Final ESU expires and Windows Server 2012 / 2012 R2 stops receiving security patches at any price. If you're running IT at an Ontario credit union — here's the 5-minute self-check

IT CurrencyTechnology CurrencyIT Compliance
Three Months on the Windows Server 2012 EOL Cliff

Three Months on the Windows Server 2012 EOL Cliff

Three Months on the Windows Server 2012 EOL CliffFloyd James
Published on: 20/07/2026

October 13, 2026. That's when Microsoft's final Extended Security Update for Windows Server 2012 and 2012 R2 expires. After that date, there are no more security patches. At any price. But this isn't really a Windows Server story. It's a stack story

content-marketing-authorityIT CurrencyIT Compliance