Why does my CGI script / externally launched program fail to start debugging?
The debugger stub used for debugging programs launched outside of the IDE will automatically run without debug if it fails to attach to the IDE. This is an important feature so that CGIs and other programs continue to function when the IDE isn’t running. If this happens, check that your client and server port and host names are configured correctly so that they match. See the manual for details on how this is done. You may also want to set kSilent to 0, or set kLogFile in wingdbstub.py in order to see whether an exception is being raised by the debug machinery.