I have used Net::SMTP:SSL together with Mime::Lite against yahoo in the past. Example (untested) 
  #!/usr/local/bin/perl -w
    use Net::SMTP::SSL;
    $smtp = Net::SMTP::SSL->new('mailhost');
    $smtp = Net::SMTP->new('smtp.bizmail.yahoo.com', Port=>465);
    $smtp->auth($user, $password);
    $smtp->mail();
    $smtp->to('xxx');
    $smtp->data();
    $smtp->datasend("To: xxx\n");
    $smtp->datasend("\n");
    $smtp->datasend("$mime->as_string");
    $smtp->dataend();
    $smtp->quit;

[download]
You need to use the Winnipeg PPM to get any SSL related libs on Windows.

In reply to Re: email on WIN32 by weismat
in thread email on WIN32 by fionbarr

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