Grammarly Windows

For managed Grammarly for Windows deployments, Grammarly documents the case-sensitive installer switches directly: use GrammarlyInstaller.exe /S for a silent install and GrammarlyInstaller.exe /S /uninstall for uninstall. Package the installer from Grammarly’s deployment guide/download flow and test the intended install context instead of assuming the interactive user install matches your enterprise package.

If your organization has Grammarly’s managed-mode SSO/per-machine deployment enabled, Grammarly documents adding /managed-mode-sso-key "your-key" to the install command. That enrollment writes the token under HKEY_LOCAL_MACHINE\SOFTWARE\Policies\GrammarlyDesktopIntegrations, so detection/remediation scripts should preserve the policy key and avoid exposing the SSO key in logs.

Source: Grammarly Support: How to deploy Grammarly for Windows.