I tried to connect with this command: openssl s_client -starttls -smtp -crlf -connect exchangeserver.ourdomain.com:25
It connects, though it says it can't validate certificate (which is expected, our exchange certificate is self signed) After EHLO i now get: AUTH NTLM LOGIN So i tried with login and it requested my username and password in base64. After typing then manually encoded, i got a RENEGOTIATING and finally a handshake failure. Don't know if it's because i typed the username in wrong format or if just it didn't like the certificate. -- View this message in context: http://postfix.1071664.n5.nabble.com/Exchange-2007-gives-535-5-7-3-Authentication-unsuccessful-tp65072p65116.html Sent from the Postfix Users mailing list archive at Nabble.com.