as often, you're making things much more complicated then they really are. web2py "calculates" what password_portnumber.py to use seeing where the server listens to. It has (and can't have) knowledge of any proxies in between. So, even if your site is reachable from the outside world on the port 443, the web2py code will see those request coming to the 80 port if you configured gunicorn to listen on that one.... it's nginx that is "translating" whatever comes through 443 to the 80 of gunicorn (because of your configuration). So, in your case, web2py will search the parameters_80.py file because it's where the requests are coming from (nginx) because it can't know that the nginx configuration is doing the translation between 443 and 80.
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