It is hard to tell from my perspective.
When I was on a windows host I had limited access to the server settings.
My previous host did not even know what path_info was.
They were willing to change settings on my direction from research I did. But as I recall there was a roadblock that the version I was on did not recommend the changes needed from microsoft.
And cgi_fix was one of the values to address.
There was another value I found in pathinfo that looked promising ,can't recall what it was but it did not work either.
So I gave up on a futile attempt to get it working. And switched to a linux server.
There are some people here that use iss and have friendly urls working. But I don't think most of them know why it does work it just does.
So like I said Rick can peek under the hood if he has access and may find another value to use.
Bottom line is for a test looking here just add /pak to the url
You will see you do not get a 404 error.
Try it at your test site and you do.