Hmmmm.... Thanks for all the responses. So after looking at the link to the Mime with SSL I think that should work(?). I guess the line that indicates the attachment is: TmplOptions => \%options, So, out of curiosity, why isn't there a package that does this? I don't think what I am doing is so obscure (writing an email with an Excel spreadsheet attached). In any case, if you guys think it should work, I will figure it out with trial and error to I get it. Thanks, Ryan

why isn't there a package that does this?

From my perspective, SSL mail is relatively recent, and still is not default in most mail setups. Also, I just handed you the link, containing the script. All you need to do, is change the MIME::Lite::TT::HTML; object to a simple MIME::Lite object..... it is not that complicated. Thats probably why there is no package for it.... the code is available for you to use as a simple script.

I don't mean to offend, but this is a site for perl programming...... it's not the Tech Support dungeon in the basement of your corporation. So, if you can't figure out enough to swap the MIME objects, then hire a programmer. Google for "perl MIME::Lite attachment" and see all the code that has been written for free, for you to learn from.

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I'm not really a human, but I play one on earth.
Old Perl Programmer Haiku

Here is a simple script. It works with my local ISP, but GMAIL smtp seems to reject it, and that is not Perl's fault.

Update: It seems if you send a test.doc , instead of .zip, GMAIL's smtp will accept it. Apparently to avoid viruses for windows users, they block .zip and .exe attachments. ???

#!/usr/bin/perl
use warnings;
use strict;
use Net::SMTP::SSL; 
use MIME::Lite;

my $user = 'zentara@woohoo.org';
my $pass = 'whatdoyouguess';

#$server     = 'your-smtp-server';
my $server     = 'smtp.woohoo.com';
my $to         = 'user@some.net';
my $from_name  = 'zentara';
my $from_email = 'zentara@woohoo.org';
my $subject    = 'smtp-ssl-auth test attach';

my $msg = MIME::Lite->new(
From     => $from_email,
To       => $to,
Subject  =>'test message',
Type     =>'TEXT',
Data     =>'This is a test, i repeat only a test',
);

$msg->attach(Type   =>'application/octet-stream',
Encoding =>'base64',
Path     =>'./test.zip',  #full path
);

#    Type     => 'application/msexcel',
#    Path     => $report,
#    Filename => 'college_orders.xls',
#    Encoding => 'base64'


my $smtps = Net::SMTP::SSL->new($server, 
                               Port => 465,
                               DEBUG => 1,
                               ) or warn "$!\n"; 

# this works in early 2010
defined ($smtps->auth($user, $pass))
    or die "Can't authenticate: $!\n";


$smtps->mail($from_email);
$smtps->to( $to );
$smtps->data();
$smtps->datasend( $msg->as_string() );
$smtps->dataend();
$smtps->quit();

print "done\n";
[download]

---

I'm not really a human, but I play one on earth.
Old Perl Programmer Haiku

MIME::Lite Update: read the whole question before replying!