I am having the following strange issue. I have a Windows Mobile 6.0 / 6.1 device (I have an Axim, a Samsung BlackJack II, etc). I have an Exchange Server 2007 running on Windows 2008, configured behind a NAT and RPC over HTTP with ports forwarded on the outside router (port 135 is blocked, but RPC over HTTP works fine). I am having an issue where NONE of my Windows Mobile devices "remember" the password.
The situation is as follows: when I run ActiveSync, it will prompt me for the password anywhere between 3 and 15 times or so. It seems it needs a password for EVERY step of the sync: Calendar, Email, Tasks, etc. When I enter the password, the sync progresses slightly. Eventually, if I enter it all the 15 times or whatever, it will stay synced and will sync perfectly by itself until I power off the device and power it on again.
The server is set up to authenticate using self-signed SSL+personal certificates; I have installed the self-signing CA's certificate onto the WM6 device, and installed a personal certificate on it as well (although I don't think it ever asks me to use the personal one).
What do I do? Any advice appreciated. It does not seem to be related to a specific Windows Mobile device - _all_ WM devices appear to behave this way with my servers.