Aahhh I got it! When building up the original email, I was doing:

  my $msg = MIME::Lite->new(
    From     => $from,
    To       => $to,
    Type     => 'multipart/alternative',
    Subject  => $subject_val,
  );
[download]

But obviously Net::SMTP does the to/from part itself. Removing it so I just had:

  my $msg = MIME::Lite->new(
    Type     => 'multipart/alternative',
    Subject  => $subject_val,
  );
[download]

...and it works like a charm now. Thanks goodness for that!

Now I can relax a bit for the rest of the weekend haha

Thanks to both of you :) So for anyone who may come across this post in the future, here is the code I ended up using (appologies for not making it super pretty, but I need to call it a day :))

  my $msg = MIME::Lite->new(
    Type     => 'multipart/alternative',
    Subject  => $subject_val,
  );

   my $att_text = MIME::Lite->new(
    Type     => 'text',
    Data     => "plain text version",
    Encoding => 'quoted-printable',
   );

   $att_text->attr('content-type' => 'text/plain; charset=UTF-8');
   $msg->attach($att_text);

    my $att_html = MIME::Lite->new(
    Type     => 'text',
    Data     => "<b>html version</b> goo",
    Encoding => 'quoted-printable',
    );
    $att_html->attr('content-type' => 'text/html; charset=UTF-8');
    $msg->attach($att_html);

    my $email = $msg->as_string();

    use Net::SMTP;
    my $smtp = Net::SMTP->new('smtp.gmail.com',
                           Hello => 'domain.net',
                           Timeout => 30,
                           Debug   => 1,
                           SSL     => 1
                          ) || die "Error: $!";
    $smtp->auth($CFG->{db_smtp_user}, $CFG->{db_smtp_pass}) or die "Co
+uld not authenticate with mail.\n";
    $smtp->mail('you@gmail.com'); # from addr
    $smtp->to('foo@bar.com');
    $smtp->data();
    $smtp->datasend($email);
    $smtp->quit();
[download]

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