ssh session hangs while running cmd on remote server

I'm a Linux newbie, so please excuse my dumb questions.

Installed cygwin successfully on a box running Win2003 server.  When I ssh to it to run a VB script file (.kcu extension) as "cmd /c update.kcu", my client session just hangs until I press Ctrl-C.  Meanwhile on the remote server, nothing happens.  

However, if I run cygwin directly on the box and enter the exact same command, the script file runs no problem.  

Any help would be most appreciated.