Many organizations still use legacy Windows activation scripts based on slmgr.vbs, which are integrated into deployment workflows and IT management tools. Microsoft is phasing out VBScript, which these automations rely on, leading to potential activation failures in newer Windows versions. Microsoft recommends transitioning to the OSLicense PowerShell module to replace slmgr.vbs functions. Organizations should identify dependencies on VBScript components and test replacement scripts before production deployment. Compatibility of OSLicense with various Windows releases must be confirmed, and organizations may need to invest time in testing, documentation, retraining, and fallback planning during the migration process. Proactive migration planning can ease the transition compared to delaying until VBScript is fully removed.