#!/usr/bin/perl
use warnings;
use strict;
use LWP::UserAgent;
use HTTP::Cookies;
use HTTP::Request::Common qw(POST);

my $https_url = 'https://zentara.zentara.net/~zentara/cgi-bin/uploads/
+up1.cgi';

my $https_user = 'zentara';
my $https_pass = 'foobar';
my $file = 'testout.tgz';

&postHTTPS();

sub postHTTPS
{
        my $ua = new LWP::UserAgent;
        $ua->protocols_allowed( [ 'https'] );
        $ua->cookie_jar(HTTP::Cookies->new(file =>".cookies.txt",autos
+ave => 1));

  #setup request
        my $req = POST($https_url, 
            Content_Type => 'multipart/form-data',
            
            Content =>[            
                   file =>[ $file  ],
                  ], );
  #setup auth
       $req->authorization_basic($https_user, $https_pass);

  #do post         
     my $response = $ua->request($req);
     if ($response->is_error())
            {
                    printf " %s\n", $response->status_line;
                    print "https request error!\n";
            } else {
                    my $content = $response->content();
                    print "$content\n";
                }

         if ( $response->is_success ) {
                   print $response->as_string;
         }else {
               print $response->status_line;
         }

}
[download]

Thank you all. The server is Windows (DB is MS-SQL Server, which I will connect using DBI).

If possible I would like to reduce the image size, that is why I had mentioned image-magick. But if it can be done using plain PERL, GREAT. Thanks