my $objst = Email::Stuff ->to('tshinnic@io.com') ->from('tshinnic@gmail.com') ->subject('Test Subject') ->text_body('This is a test.'); # This forces Net::SMTP::SSL to be loaded $objst->using( 'SMTP', ssl => 1 ); # Which allows us to do this ... $IO::Socket::SSL::DEBUG = 1; my $rc = $objst->send('SMTP', ssl => 1, Host => 'smtp.gmail.com', PeerPort => 465, username => 'tshinnic', password => 'xxx', Debug => 1, );