use Mail::Sender; use Authen::NTLM; open my $DEBUG, ">file.txt" or die "Can't open the debug file: $!\n"; my $sender = new Mail::Sender{ smtp => 'mail.company.com', #disguised on_errors=>'die', from => 'sender@domain.com', to =>'recipient@domain.com', subject => 'this is a test', auth =>'NTLM', authid => 'user', authpwd => 'password', authdomain=>'domain', debug => $DEBUG, debug_level=>'4' } or die "$Mail::Sender::Error\n"; $sender->Open(); $sender->SendLineEnc("Hi,\n wasaaaaaaaa!\n"); $sender->Close(); #### >> 220 025-SN1MMR1-003 Authenticated Client Access Receive Connector << EHLO C9118DEF1EFEBC4.xxx.xxxxxxx.com >> 250-025-SN1MMR1-003.025d.xxx.xxx.net Hello [123.123.123.123] >> 250-SIZE 73400320 >> 250-PIPELINING >> 250-DSN >> 250-ENHANCEDSTATUSCODES >> 250-STARTTLS >> 250-AUTH NTLM >> 250-8BITMIME >> 250-BINARYMIME >> 250 CHUNKING << AUTH NTLM >> 334 NTLM supported << TlRMTVNTUAABAAAAB7IAAAcABwAgAAAABAAEACcAAABCWEMwNTU3QU1FUg== >> 334 TlRMTVNTUAACAAAACAAIADgAAAAFgoECwB/WyydSiQ8AAAAAAAAAANAA0ABAAAAABgGxHQAAAA8wADIANQBEAAIACAAwADIANQBEAAEAHgAwADIANQAtAFMATgAxAE0ATQBSADEALQAwADAAMwAEACIAMAAyADUAZAAuAG0AZwBkAC4AbQBzAGYAdAAuAG4AZQB0AAMAQgAwADIANQAtAFMATgAxA0ATQBSADEALQAwADAAMwAuADAAMgA1AGQALgBtAGcAZAAuAG0AcwBmAHQALgBuAGUAdAAFACIAMAAyADUAZAAuAG0AZwBkAC4AbQBzAGYAdAAuAG4AZQB0AAcACAAxkEKdoKzNAQAAAAA= << TlRMTVNTUAADAAAAGAAYAEAAAAAYABgAWAAAAgACABwAAAADgAOAHgAAAAOAA4AhgAAAAAAAABUAAAABYKBAmXjRHO4f7Up8gDJRi6go2ftbklSQhvUifVDfd1R0yIz1YrYKXls9nDGT9l6iw1J/zAAMgA1AEQAQgBYAEMAMAA1ADUANwBCAFgAQwAwADUANQA3AA== >> 535 5.7.3 Authentication unsuccessful << quit