are you trying to run an executable,or are you trying to set up an executable so it can be downloadable from your site? I had a situation with my website where i posted links to files on my server for people to download, but i would click on the link and get a "page not found" error. After a few days of frustration, I realized that I didn't have the file extensions set up in my mime types. I was hosting links to some of my .iso images, and for some reason, even though i had the virtual directories set up correctly and the paths set up correctly, I got page not found. finally after reading some articles, i realized that I had to configure that file extension into mime map. You can do this by right clicking on your website in iis, clicking properties and when the properties window comes up select the http headers tab. At the bottom of this is where you configure your additional mime types. all you have to do is add new file type for example .exe and give a description. this should fix your problem if I understand your problem correctly
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