Startup script VPN and Wireless

Question

I'm trying to deply a script using GPO, I've three different scenarios:

• Workstations wired connected in the office: It works perfectly.
• Workstations wireless connected in the office: I doesn't work.
• Workstations at home connected using a VPN: I doesn't work.

GPO is quiet simple:

The source is a shared accesible folder through wirelees and VPN.

Also configure this:

And this just to wait until users connect the VPN:

Nowadays 90% of the company is working at home with VPN connection. All other GPOs are working fine.

Answer 1

Hi,
Not all Group Policy extensions are processed during a background refresh.
Some of the group policies require a foreground (restar or logoff /login) to process .Such as software installation (need restart ), startup script.
If the VPN or Wireless can't be connected at start up, then the group policies (Startup scripts ,software installation) won't process.

I would recommend you talk to your network teams and confirm if the VPN or the wireless can be set to be connected at startup.
Have no idea how did you configure the VPN, following link just for your reference:
https://learn.microsoft.com/en-us/windows-server/remote/remote-access/vpn/vpn-device-tunnel-config

Best Regards,