I'm trying to get a Windows Mobile 6.5 device to synchronize with Exchange through a SSH encrypted tunnel and Activesync says it can't find the Exchange server. The SSH tunnel works and I can connect to the command line on the Windows server, but I can't get Outlook on the mobile to sync with the server. I'm using zaTunnel on the WM6.5 device and FreeSSHd on the server.
The environment is a Windows Small Business Server 2003 SP1 network. I don't want to expose the server directly to the Internet so it is behind an Untangle firewall. I turned on port-forwarding for SSH (port 22). There are no public certificates.
Our laptops use OpenVPN to connect to the Untangle firewall and Outlook works just fine with that. I couldn't get OpenVPN to work on Windows Mobile 6.5 through Verizon Wireless broadband. Untangle doesn't work well with PPTP and we use NAT so IPSEC doesn't work either. I also tested with a WM5 device and got the same results with SSH.
I tried forwarding all of these ports without success:
• 990 (RAPI)
• 999 (Status)
• 5721 (DTPT)
• 5678 (Legacy Replication)
• 5679 (Handshake & Legacy Replication)
• 26675 (Airsync)
and separately 443.
I feel like I'm close but I don't know what is missing. So this is the mission should you choose to accept it.