We have a VPN profile pushed via Sentry to both Windows and MAC devices. All MAC devices work fine, and most Windows devices work fine, but we have a handful of Windows devices that cannot connect to the VPN. I spun up a fresh Windows 11 VM and can re-create the issue.
The VPN shows up, but when connecting it is prompting for a username and password instead of Meraki systems manager automatically handling that. When looking in the event viewer I do see errors with the profile installing. I removed and re-pushed the profile but the errors in event viewer still are listed (even through the VPN does install) but I think that might have something to do.
I am spinning up a Windows 10 device now to test that OS.