I cannot truly help, but I do use IIS and have found that it can be 
cantankerous. I would suggest simply trying to get a static file from 
web2py then you can work on the IIS settings to allow certain types of 
files that it might be blocking. The 404 on a new IIS installation simply 
means you haven't got the plumbing right yet. I recently added an ashx file 
type and found that there were two locations (because we were following 
best security practices list we had gotten a hold of) that I had to find 
and modify to allow this new extension type. This of course took hours. 

Hopefully I spark something in your brain that makes you check and find the 
answer. Good luck.

On Thursday, April 6, 2017 at 6:48:44 PM UTC-7, weheh wrote:
>
> I've now compared my installation against a known good installation. All 
> the various parameters and installed routines are the same, but still 
> getting the 404 message. Anybody have any thoughts about what it might be 
> or what I should be looking at?
>
> On Thursday, April 6, 2017 at 3:12:51 PM UTC-6, weheh wrote:
>>
>> Have been struggling with web2py behind IIS installation on AWS for a 
>> couple of days now and getting nowhere. The best I am able to produce is a 
>> 404 error message. I've tried two completely clean installations from 
>> scratch, followed the web2py book documentation to the letter, and still no 
>> go. Any ideas what I should be checking?
>>
>

-- 
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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