my $domain = Net::SMTP->new('smtp.gmail.com', Timeout => 30); my $domainhost = $domain->domain; if (not $smtp = Net::SMTP::TLS->new('smtp.gmail.com', Hello => $domainhost, Port => 587, User => $from, Password => $password, Timeout => 30, Debug => 1)) {die "not connected\n";} $smtp->to("some1@gmail.com\n", "some2@gmail.com\n"); $smtp->data(); $smtp->datasend("From: " . "some_from" . "\n"); $smtp->datasend("\n"); $smtp->datasend('Subject: some_subject'); $smtp->datasend("\n"); $smtp->datasend("test"); $smtp->dataend(); $smtp->quit;