Success using Python .NET with py2exe?

[Brian]

I haven't spent any time recently with it, but I seem to recall having
more success using cx_Freeze for packaging than with py2exe (when using
Python.NET).  In the time since I then, I suspect all of the packagers
have gotten more sophisticated, and you might have more options.

A good place for questions like these is the Python.NET list:
http://mail.python.org/mailman/listinfo/pythondotnet