Cool, that fixed it for the Windows XP machine, thanks! On the Win7 x64 box, it's still being contrary though; deleting the simias folders doesn't make it re-prompt for the SSL cert, so is it maybe storing the config somewhere else?

Try disabling the Windows or any third party firewall if enabled.  Also, run a repair on the app by exiting out of iFolder, kill any tasks running (simias/iFolderApp.exe) then going into the control panel/iFolder and repair the installed app from there.  If there is no repair option, run the installer over the current client.  Also, any recent .NET clients and or updates installed?  If so, try backing out one by one until you get the proper results..you may need to go to my earlier post on cleaning the simias directory in the local appdata folder as you go through the motions.

The other thing to mention is to make sure your a local admin to ensure everything is installed/registered properly on the system.  Should the above fail, try logging on to that Windows 7 system with another account/profile.  Is this the only Windows 7 device failing or are they all failing to prompt for the cert??

Cool. I built a brand-new unpatched Windows 7 x32 Enterprise VM, only thing installed was the iFolder client. This doesn't connect either, and gives the same error. It doesn't ask for me to approve the SSL cert either. I've attached the simias log file in case it helps out any?

If it makes any difference, this is running on openSuSE 11.3 32-bit, but I'm not sure why that would make it not work with Win7 when it works with other OSes.

I have a random question. I just can't get this figured out; was wondering if there might be a chance that someone could create me a temp account on one of their iFolder servers (even with a space cap of like 1KB) so that I could try to connect a win7 machine to it and see whether the problem is with the iFolder client (or something else on the client machine,) on the network, or something not set up correctly on my server? It's kind of driving me crazy not being able to figure out what's going on, and there just aren't any other projects like iFolder that I've been able to find. However, this problem is making it to where I won't be able to use iFolder if I can't get it figured out; it's wonderful being able to sync my XP and linux machines, but my win7 machine is pretty critical :)