No login window with newest onedrive app on RD Session Host Windows Server 2019

The OneDrive sync app is not supported on a Remote Desktop Session Host (RDSH) server. This is stated in the official "OneDrive sync app system requirements" article.

The exact wording from that page:

The OneDrive sync app is not supported on a Remote Desktop Session Host (RDSH) server.

How to verify it yourself

1. Go to learn.microsoft.com
2. In the search bar at the top, type:
   OneDrive sync app system requirements
3. Open the result titled "OneDrive sync app system requirements" (usually under SharePoint or OneDrive documentation).
4. Look under the Operating systems section or the Notes – you will see the RDSH limitation.

Alternatively, you can use this search URL (which should always work):
https://learn.microsoft.com/en-us/search/?terms=OneDrive%20sync%20app%20system%20requirements

Why you see no login window…

This is by design because the OneDrive sync client is meant for a single user per device. On an RDSH server, multiple users would be logged in simultaneously, leading to conflicts. Microsoft therefore blocks the client from running properly (no login prompt, no context menu).

What you can do…

• Use OneDrive on the web (browser) on the RDSH server.
• Sync files locally on users' workstations, not on the server.
• Map a network drive to SharePoint/OneDrive libraries (though also not recommended for production).
• Use Azure Files with Azure AD authentication – fully supported for RDSH and gives cloud file access similar to OneDrive.

My answers are voluntary and without guarantee!

Hope this will help you.