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This issue ended up getting addressed on a previous question I posted regarding a matter that stemmed from the same problem. The full discussion can be viewed here.
The answer was contributed in a comment to the original question by Helicon Zoo developer rukeba.
To resolve this issue, install the Twisted engine via the WPI installer and open Helicon Zoo manager and navigate to your site/project. Click Edit with your wsgi project selected. In the edit window, select the button for the engine, in my case it was python.2.7.wsgi. In the next window, select python.2.7.twisted. Click Select to return to the edit window. Add a new Environment Variable here called WSGI_APP and give it a value of project.wsgi.application. Click Apply twice to save the changes. I then reset my app in IIS and tested the site. I was able to upload a file that was greater than 60mb in size, proving to me that this resolved the issue.
I’m technically still unsure why POST_BUFFER cannot be set to 0 in order to disable it, but in any case, this certainly got the job done!