I received a direct email inquiring about this, but it could be useful
info for more than one person. Here is what I do to use WingIDE on a
Webware web site:

* Use the MakeAppWorkDir util to make a local app work dir for my
project. (Located in Webware\bin.)

* Create a run-debug.py in the work directory with these contents:
import sys, Launch
Launch.main([sys.argv[0]] + ['DebugAppServer'] + sys.argv[1:])

* Add that file to the WingIDE project if you haven't already.

* Right-click and choose "Set As Main Debug File".

Now you can run from WingIDE, set break points, examine the stack, use
a Python prompt tied to any stack prompt, etc.

I think that's it, but I haven't set up a new project in awhile so if
you have any problems or questions speak up.

WingIDE also has a "Debug > Attach to Process..." command which could
be useful to debug a test or production server. I haven't used it yet
though so I don't have any instructions except to consult their docs
or their tech support (they've always responded to me).

-Chuck

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