Paul, The logs say that authdaemond (which I guess is being called by imapd) is authenticating OK, but postfix smtpd is not. Do you have a /var/log/auth.log (you don't say which OS you are running) as that might give some clues. You may also find that your postfix is chrooted so you need to make sure that sasl can find the auth daemon pipe/socket within the chroot. There's quite a lot available through Google about how to sort that out. If you are running Ubuntu, I can give more precise assistance, but there's equally good (better) advice online. John On 23/09/14 01:13, paul@xxxxxxxxxx wrote: > I've been having an issue sending emails and have looked online for the past few weeks and while I have learned a lot I still haven't been able to resolve my issue. Any help would be greatly appreciated. > > I'm able to receive emails but I'm unable to send email. I do not understand why the log states 'password matches successfully' and 'Authenticated' then reports 'SASL authentication failure: could not verify password'. > > Log partial: > Sep 22 03:03:07 example.com authdaemond: [ID 702911 mail.debug] received auth request, service=smtp, authtype=login > Sep 22 03:03:07 example.com authdaemond: [ID 702911 mail.debug] authshadow: trying this module > Sep 22 03:03:07 example.com authdaemond: [ID 702911 mail.debug] authshadow: sysusername=tester01-example, sysuserid=<null>, sysgroupid=1003, homedir=/home/example.com/homes/tester01, address=tester01-example, fullname=Tester, maildir=<null>, quota=<null>, options=<null> > Sep 22 03:03:07 example.com authdaemond: [ID 702911 mail.debug] authshadow: clearpasswd=<null>, passwd=x > Sep 22 03:03:07 example.com authdaemond: [ID 702911 mail.debug] password matches successfully > Sep 22 03:03:07 example.com authdaemond: [ID 702911 mail.info] Authenticated: sysusername=tester01-example, sysuserid=<null>, sysgroupid=1003, homedir=/home/example.com/homes/tester01, address=tester01-example, fullname=Tester, maildir=<null>, quota=<null>, options=<null> > Sep 22 03:03:07 example.com authdaemond: [ID 702911 mail.info] Authenticated: clearpasswd=hidden_clear_password, passwd=hidden_encrypted_password > Sep 22 03:03:07 example.com postfix/smtpd[16860]: [ID 947731 mail.warning] warning: SASL authentication failure: could not verify password > > I've set my log levels to: > /opt/local/etc/postfix/main.cf > smtpd_tls_loglevel = 3 > > /opt/local/etc/authlib/authdaemonrc > DEBUG_LOGIN=7 > > /opt/local/etc/sasl2/smtpd.conf > log_level: 7 > > Why would it report it as 'password matches successfully' and 'Authenticated' then report 'SASL authentication failure: could not verify password'?