Well I'm not doing any better than you, although being on Win32 may distort things. Got some error messages though...
I ended up spliting up the call string in order to intervene in the setup steps:
my $objst = Email::Stuff
->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,
which finally gets us an actual error message!
CA file certs/my-ca.pem not found, using CA path instead.
IO::Socket::INET configuration failederror:00000000:lib(0):func(0):rea
at C:/Perl587/site/lib/Email/Send/SMTP.pm line 37
which is of very little help to me, anyway...
After taking the same extraordinary measures, what error messages do you see?