nssm isn't rocket science, from the web2py perspective.
The point usually is being able to run web2py passing arguments as you need 
them ? 
If you can do it by cmdline, nssm isn't an issue: just use the same 
commandline

web2py.py -a "<recycle>" --interfaces 
"0.0.0.0:80;0.0.0.0:443:path_to_key:path_to_cert"

should suffice for most cases.

-- 
Resources:
- http://web2py.com
- http://web2py.com/book (Documentation)
- http://github.com/web2py/web2py (Source code)
- https://code.google.com/p/web2py/issues/list (Report Issues)
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