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I have a single application/service that I need to run on Windows. It will serve as a public application, kind of like a webserver (users connect to it using a browser), and needs to server up to hundreds of (web)users. Further the application uses a MySQL database.

First I found Windows Server Web, although it felt a bit too much only aimed at IIS (which I don't need?). But later I found Windows Server Foundation which looks like fit for the job.

I question a bit if I can serve a lot of webusers with it. It says to limit to 15 users, but I guess that is about actual users on the Windows system, and I think the webusers are more like 'connections' for Windows?

Further I noticed that it doesn't support subdomains. Does that mean I won't be able to set it up with a or that I only won't be able to that when I also want the on the same server?

Are there any other limitations I should keep in mind? Or should I go for another server product?

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What you are trying to do is illegal. Forget this "cheap" server. Get SPLA signed (Service Provider Licensing Agreement), rent Windows Server Web Edition for a REALLY low price per month. No long term commitment and you are legal.

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Makes no mention of subdomain limitations. If the limitations that you identified are with web sites under IIS or through Active Directory configurations, the you are probably fine as you identified that your application does not make use of IIS and Active Directory does not appear to be a consideration and/or requirement either.

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Microsoft themselves about it the bottom of the page here: – Lode Sep 29 '10 at 10:42
Those are all Active Directory limitations. If your application does not require Active Directory integration, then those limits do not apply to the application. – user48838 Sep 29 '10 at 12:45
Still illegal as per licensing information. – TomTom Feb 17 '11 at 12:10

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