That is strange. I just ran your script and apart from complaing that my SMTP server doesnt relay mail, it worked.

It is strange that perl should be asking for sendmail on Windows, since it is a unix smtp mailer. What perl version are you using? ActivePerl, I assume?

This is what I use to send emails (no attachments though):

sub sendSMTPMail {
# send a mail with SMTP server
# parameters:
# 0 : smtp (outgoing) mailserver
# 1 : smtp user login
# 2 : smtp user password
# 3 : sender name
# 4 : sender email
# 5 : recipient email
# 6 : message subject
# 7 : email message

    my $server = shift;
    my $user = shift;
    my $pass = shift;
    my $sendername = shift;
    my $senderemail = shift;
    my $recipient = shift;
    my $subject = shift;
    my $message = shift;
    
    print "server:$server<br />\n";
    print "user:$user<br />\n";
    print "pass:$pass<br />\n";
    print "sendername:$sendername<br />\n";
    print "senderemail:$senderemail<br />\n";
    print "recipient:$recipient<br />\n";

    my $smtp = Net::SMTP->new($server);
    
    if ( $smtp ) {
        $smtp->auth("$user","$pass");
        
        $smtp->mail("$senderemail");
        $smtp->recipient($recipient);
        $smtp->data();
        $smtp->datasend("To: $recipient\n");
        $smtp->datasend("From: \"$sendername\" <$senderemail>\n");
        $smtp->datasend("Subject: $subject\n");
        $smtp->datasend("\n");
        $smtp->datasend("$message\n");
        $smtp->dataend();
        
        $smtp->quit;
    } else {
        print "Could not contact smtp mail server $server\n";
    }
}
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