When Perl/LWP says that Crypt::SSLeay is not installed, then, most likely, Crypt::SSLeay is not installed. There is no module Crypt, this is only a namespace in which some other modules live.

You will need to install Crypt::SSLeay and the corresponding XS libraries. The necessary libraries are available from http://www.openssl.org, and I believe the process is described in the README.SSL of LWP, the FAQ of WWW::Mechanize (which hints at having IO::Socket::SSL as an alternative) and also in the documentation of WWW::Mechanize::Shell.

Update: Fixed names to the actual parts of documentation

In reply to Re: Uploading files to a HTTPS server - 501 error by Corion
in thread Uploading files to a HTTPS server - 501 error by Anonymous Monk

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