When caps lock is enabled on the remote computer i'm unable to send the windows flag on the keyboard to the remote machine. This affects all windows flag + key commands as well.
My work around is to have the person at the site turn off caps lock or to launch the osk.exe (on screen keyboard) app and turn off caps lock. That's if i'm able to get to the start menu which can be difficult if it auto hides.
Customer support service by UserEcho