Ran into a funky issue today. And yes I’m aware of the large risk, but like every rule there’s an exception.

Client has a Sonicwall with SSL VPN enabled on 443, and management port open on 4433.
It would appear that the Mac Mobile Connect client has a hard coded check for port 4433, as the VPN client kept asking for wrong certificate.
Setting the :443 port on the server name resulted in the client asking to redirect to port 4433, default port for SSL VPN.

On a hunch I changed the management port and now it’s working perfectly.

It would seem the Mac version is hard coded to check and try port 4433, as NetExtender and the Windows Mobile Connect didn’t have a problem.