I've just installed Dovecot and Postfix and my email client (Mac Mail) cannot authenticate with the SMTP server. The error I receive says that "The SMTP server doesn't support SSL (TLS) on port 465" -- yet, I've installed SSL. Is there any good way to test or debug this?

Setup:

• SSL
• Dovecot SASL
• Dovecot LDA
• Virtual Users (http://wiki.dovecot.org/HowTo/SimpleVirtualInstall)

Client SMTP Setup:

• Use SSL
• Port: 465
• Authentication: Password

By the way, I followed these instructions: http://wiki.dovecot.org/HowTo/SimpleVirtualInstall

Dovecot version: 1.0.13 (from source) Postfix version: 2.5.1 (from source) OS: Fedora Core 4

Here's are my config files:

DOVECOT # 1.0.13: /usr/local/etc/dovecot.conf log_path: /var/log/dovecot.log info_log_path: /var/log/dovecot-info.log protocols: imap pop3 imaps pop3s disable_plaintext_auth: no verbose_ssl: yes login_dir: /usr/local/var/run/dovecot/login login_executable(default): /usr/local/libexec/dovecot/imap-login login_executable(imap): /usr/local/libexec/dovecot/imap-login login_executable(pop3): /usr/local/libexec/dovecot/pop3-login mail_location: maildir:~/Maildir dotlock_use_excl: yes maildir_copy_with_hardlinks: yes mail_executable(default): /usr/local/libexec/dovecot/imap mail_executable(imap): /usr/local/libexec/dovecot/imap mail_executable(pop3): /usr/local/libexec/dovecot/pop3 mail_plugin_dir(default): /usr/local/lib/dovecot/imap mail_plugin_dir(imap): /usr/local/lib/dovecot/imap mail_plugin_dir(pop3): /usr/local/lib/dovecot/pop3 pop3_uidl_format: %08Xu%08Xv auth default: mechanisms: plain login verbose: yes passdb: driver: passwd-file args: /etc/dovecot/passwd userdb: driver: static args: uid=postfix gid=postfix home=/home/vmail/%u socket: type: listen client: path: /var/spool/postfix/private/auth mode: 432 user: postfix group: postfix master: path: /usr/local/var/run/dovecot/auth-master mode: 384 user: vmail

POSTFIX (main.cf) alias_maps = $alias_database broken_sasl_auth_clients = yes command_directory = /usr/sbin config_directory = /etc/postfix daemon_directory = /usr/libexec/postfix data_directory = /var/lib/postfix debug_peer_level = 2 html_directory = no inet_interfaces = $myhostname, localhost mail_owner = postfix mailq_path = /usr/bin/mailq manpage_directory = /usr/local/man mydestination = $myhostname, localhost.$mydomain, localhost, $mydomain mydomain = mixermixer3.com myhostname = mixermixer3.com newaliases_path = /usr/bin/newaliases queue_directory = /var/spool/postfix/ readme_directory = no relay_domains = $mydestination sample_directory = /etc/postfix sendmail_path = /usr/sbin/sendmail setgid_group = postdrop smtpd_recipient_restrictions = permit_mynetworks, permit_sasl_authenticated, reject_unauth_destination smtpd_sasl_auth_enable = yes smtpd_sasl_exceptions_networks = $mynetworks smtpd_sasl_local_domain = $myhostname smtpd_sasl_path = private/auth smtpd_sasl_security_options = noanonymous smtpd_sasl_type = dovecot smtpd_tls_CAfile = /etc/postfix/ssl/smtpd.pem smtpd_tls_cert_file = /etc/postfix/ssl/smtpd.pem smtpd_tls_key_file = /etc/postfix/ssl/smtpd.pem smtpd_tls_loglevel = 1 smtpd_tls_session_cache_timeout = 3600s unknown_local_recipient_reject_code = 550 virtual_mailbox_domains = mixermixer3.com virtual_transport = dovecot

POSTFIX (a few key lines from master.cf)

smtp inet n - n - - smtpd smtps inet n - n - - smtpd # -o smtpd_tls_wrappermode=yes # -o smtpd_sasl_auth_enable=yes # -o smtpd_client_restrictions=permit_sasl_authenticated,reject # -o milter_macro_daemon_name=ORIGINATING smtp unix - - n - - smtp # Dovecot LDA dovecot unix - n n - - pipe flags=DRhu user=vmail:vmail argv=/usr/local/libexec/dovecot/deliver -f ${sender} -d ${recipient}

THANKS, Jeremy