On Wed, 26 Dec 2012, Chris Knight wrote:

> uploading files to both Apache and IIS servers using basic auth and ssl. The
> only time I have an issues is with IIS and when a file is larger than
> 7716864 bytes.

Since there's just nothing in libcurl or OpenSSL that knows about such a
limit, I would say that it points clearly to a problem in the other end. Also
the fact that it sends a 500 eventually says that the server-side makes the
decision and acts on it. I would advice you to read up in the server logs and
ask server admins/support for guidance.

-- 
  / daniel.haxx.se
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