Windows Server 2016 to 2019 In-Place Upgrade
Automated SSM solution for upgrading EC2 instances from Windows Server 2016 to Windows Server 2019, avoiding Extended Security Update costs after end-of-support in January 2027
Upgrade Guide
Step-by-step guide for running the Windows Server 2016 to 2019 in-place upgrade automation via SSM
IAM Roles Setup
Create the IAM roles required by the Windows Server 2016 to 2019 in-place upgrade automation
Automation Flowchart
Visual flowchart showing the step-by-step execution paths for the Windows Server 2016 to 2019 in-place upgrade automation