YoYo Community, does anyone have a work around for this? Long story short, Cisco Umbrella support is saying Windows 10 VPN and Cisco Umbrella roaming client isn't compatible. You would think since Meraki only offers the built-in client VPN and Cisco owns both companies there would be a better integration, but that is not the case. Basically remote laptops with Umbrella client stop processing external domain DNS lookups once they connect to the VPN. Technical reason is below, but does anyone have a work around on this? From Cisco Umbrella support: The reason you are having issues with this VPN is because it utilizes a Microsoft connection API that requires DNS be sent to the local NIC, not 127.0.0.1 and therefore cannot connect. While there are some VPNs that are compatible with the Enterprise Roaming Client, unfortunately the built in windows VPNs are not at this time. Thanks, and go team!
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