Upgrade Windows Servers at end of vendor support

The platform identifies Windows Servers that have reached or are approaching end of vendor support and recommends upgrading to supported versions. Operating systems at end of support no longer receive vendor security patches, software updates, or support, which increases an organization's risk, security, and compliance posture.

Recommendation Impact Across KPIs

KPIImpactCalculated?
Reliability:Impact calculated based on potential downtime minutes between current and recommended versions, weighted by time since end of support✅
Security Compliance:PRIMARY REC - Calculated using NIST scoring framework and asset weights, factoring in duration of non-compliance✅
Economic:No direct economic impact calculation implemented❌
User Experience:No user experience impact calculation implemented❌
Environment:No environmental impact calculation implemented❌

Score Calculation

1. Data Ingestion

  • Server device name
  • Operating system version
  • Last sign-in date
  • Support status
  • Device ID

2. Data Enrichment

  • Mapping to vendor support lifecycles
  • Windows Server 2022 as recommended upgrade path
  • End of support dates correlation
  • NIST compliance scoring

3. Health Score

  • Calculate Reliability score: (Current version downtime - Recommended version downtime) * [(Today's date - End of Support Date) * 0.01]
  • Calculate Security score: (NIST Score * NIST Asset Weight) * Time-based compliance multiplier

Example Graph

Pie chart showing distribution of Windows Server operating systems across three categories: - In support (devices still in support) - EOL update required (devices within 180 days of vendor mainstream support) - Security risk (devices within 180 days of vendor security vulnerability)

Business Opportunities

Product Sales Opportunity

As a provider this recommendation provides you an opportunity to sell Windows Server 2022 licenses. The platform will identify required licensing at $1680 USD for Server 2022 Standard (16 core + 10 CALs).

Professional Services Opportunity

The recommendation provides an opportunity for professional services related to Windows Server upgrade planning and implementation. The effort involves assessment, planning, implementation, and post-upgrade support services.

Remediation Guidance

To resolve the recommendation the following steps are recommended:

  1. Develop an Upgrade Plan
  2. Assess application and hardware compatibility
  3. Allocate necessary resources and licenses

Plan phased deployment through Intune

Communicate with Stakeholders

  1. Inform IT teams of upgrade process
  2. Notify affected users

Provide training and documentation

Pre-Upgrade Preparation

  1. Backup critical data and configurations
  2. Conduct test deployments

Verify compliance requirements

Execute the Upgrade

  1. Deploy via Intune automation
  2. Monitor deployment progress

Verify server functionality

Post-Upgrade Monitoring

  1. Monitor server health
  2. Apply security updates

Gather feedback

Ongoing Maintenance

  1. Maintain regular updates
  2. Monitor compliance through Intune

Supporting Information

Supported Data Sources

  • Microsoft Graph Entra ID
  • Microsoft Graph Intune

Recommendation Categorisation

  • End of Support
  • Security
  • Compliance
  • Infrastructure

Supported Instances

  • Windows Server Operating Systems
  • Microsoft Intune-managed devices
  • Entra ID-registered devices

Planned Instances

  • Active servers within last 60 days
  • Windows Server versions approaching end of support
  • Critical infrastructure servers

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