Plan and deliver upgrades for Windows Server from older releases to current supported versions
Our Windows Server Upgrade Services help organisations move from legacy Windows Server versions such as 2012 and 2016 to supported releases such as 2022 or 2025 with a methodical assessment, remediation and upgrade process.
We work with you to analyse your existing server estate, determine supported upgrade paths, plan in-place upgrades or migrations where necessary, execute the feature update and validate the results with artefacts such as readiness reports, rollback plans and post-upgrade checks.
Talk through your requirements and leave with a clear next-step plan.
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Service Overview
Highlights
- Compatibility and readiness assessment
- Upgrade path definition and remediation planning
- Execution of in-place upgrades or migration works
- Post-upgrade validation and knowledge transfer
Business Benefits
- Reduced risk through supported upgrade paths
- Clear remediation actions for compatibility issues
- Minimised service disruption with tested sequences
- Operational artefacts for ongoing server management
Typical use cases
- Upgrading servers out of support to current Windows Server 2022 or 2025
- Standardising server infrastructure across supported versions
- Preparing environments for application modernisation
- Ensuring long-term security and compliance with supported OS
Objectives & deliverables
What Success Looks Like
- Assess current Windows Server estate and dependencies
- Confirm supported upgrade pathways for each server
- Plan remediation for compatibility and role support
- Execute and verify the chosen upgrade approach
What You Get
- Windows Server upgrade readiness report
- Upgrade path and sequence plan
- Remediation guidance for roles and features
- Post-upgrade validation checklist
How It Works
- Inventory of installed Windows Server versions and roles
- Assessment of supported in-place upgrade paths
- Remediation planning for compatibility issues
- Execution of upgrade and post-upgrade validation
Engagement Options
- Server Estate Assessment Workshop
- Compatibility Remediation Planning
- Upgrade Execution Support
- Post-Upgrade Validation and Handover
Additional Information
Prerequisites & licensing
To start Windows Server upgrades, you should have administrative access to the servers, a complete inventory of installed roles and features, and a backup strategy to safeguard data and configurations.
- Administrator permissions on each Windows Server instance
- Current inventory of server roles, applications and dependencies
- Confirmed backups of system state and application data
- Appropriate installation media for the target Windows Server release
Security & Compliance Notes
- Verify that security policies, including local and group policies, align with the target Windows Server version before upgrade.
- Ensure that backups are stored securely and that access to server credentials is controlled during the upgrade process.
Common Bundles
Customers who use this service often bundle with these services
Documentation Packs & Runbooks
Create professional documentation packs and runbooks that make deployments, migrations and daily operations supportable, auditable and consistent teams.
Architecture Documentation (HLD/LLD)
Produce clear HLD and LLD documentation that records architecture decisions, diagrams, security considerations, and operating assumptions for aligned delivery.
Migration Planning Workshops
Structured workshops to define migration scope, risks, dependencies, and priorities, producing clear actions and a realistic plan documented.
Azure Migration
Assess, plan, and execute Azure migrations with clear readiness analysis, controlled cutover, and post-migration optimisation for predictable outcomes.
Custom Application Development
Build bespoke applications with clear requirements, secure foundations, and maintainable code that integrates cleanly with your existing platforms.
Microsoft 365 Tenant Build & Baseline
Stand up a Microsoft 365 tenant with secure identity foundations, baseline configuration, and documented governance that supports predictable administration.
Frequently Asked Questions
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