Trouble accessing windows file shares over multiple VPN connections

Server Fault Asked by Geordie on November 29, 2020

Our team connects to our corporate network over VPN from remote Win 10 workstations where we access file shares. We’re lifting and shifting some resources to Azure and the easiest solution is through another VPN hosted in Azure. However when we connect to the Azure VPN we lose access to file shares on the corporate network. AFAIK there’s no address space collisions between the two networks and the corporate VPN stays connected, just stops working (access to file shares drops out) until you disconnect the Azure VPN.

How do you configure Windows 10 to allow access to file shares through two different VPN connections simultaneously?

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