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How do you get a Mac to communicate over Remote SSL VPN to Windows AD domain?

Call me frustrated! Over the past two days, I've tried dozens of configurations, fixes, and workarounds to to no avail.

PROBLEM: A remote Mac user successfully connects to our Remote SSL VPN but can't join the Windows domain or connect to any local subnet resources.

DETAILS: Domain joined Windows users work fine. Domain joined Mac users work fine. The affected Mac user can ping local subnet IP addresses and resolve hostnames through the VPN. A port scan from the affected mac shows all necessary ports are open for joining the domain (i.e. 53, 88, 135, 389, etc). When trying to join the domain, neither the domain controller nor the domain are found.

TESTING LOCALLY: When connected through the VPN from an outside network, I can confirm the problem using a different Mac. When I connect to our internal network, I can join the domain and access network resources EVEN if I'm connected to the VPN (from the internal network)

Help me get some sleep...please!



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