The problem can be related to address changes of Windows DLLs after a Windows update operation. That behaviour may create collisions for more static Cygwin DLLs, especially in a 32-bit environment. We suggest to reboot the system as a first measure. You may need to install Copssh again by using our recipe which allows to keep an existing configuration intact. Consider to install the 64-bit version (available only in the product edition) if the problem still persists.