> Any Idea what could cause this? There were only 15 users in the test.

Is this an automated test that hammers the server? I ran into a similar
situation on Linux. The problem is that when a TCP connection is closed the
socket on one side ends up in the TIME_WAIT state. This is just in case a
packet was lost closing the connection. The socket stays like this for 30
seconds (I think). Also a socket takes up a file handle so opening/closing a
lot of TCP connections eats up your file handles.

To get a list of sockets in the TIME_WAIT state run the netstat command. If
you see a ton of them just after the server starts to fail then this is your
problem. I think your options are to either up the maximum number of file
handles, decrease the TIME_WAIT delay, or don't hit the server so hard.
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