Connection path diagram:

[Mac 1] --VNC--> [Mac 2] --CoRD--> [RDP Host]

Explanation:

In the situation where one is remotely controlling a Mac via screen sharing or ARD, and then launch CoRD (on the remote Mac), the shift key is not getting sent to the RDP host. This presents a somewhat major problem when trying to enter passwords, URLs, or anything else that requires the shift key to activate.

This happens 100% of the time, on any number of combinations that I have tried. (I have tested using 6 different originating Macs, connecting via VNC through any of 36 different Macs, then on to any of 11 different RDP host servers, Including both Windows and Mac operating systems. This behavior is consistent across all of these scenarios.)

• Forgot to mention that the Macs used in testing are all running OS X v10.8.5.