Hi! I'm running ISPConfig on Wheezy. I used this tutorial: http://www.howtoforge.com/perfect-server-debian-wheezy-nginx-bind-dovecot-ispconfig-3 My problem is: When I connect to Postfix with my Client (send email with Apple Mail) There is no mention of TLS in my logs (SSL in Apple Mail enabled). And: Communication to servers that support TLS is not encrypted (checked using http://de.ssl-tools.net/mails and https://www.checktls.com/perl/TestSender.pl) Communication FROM those servers however is encrypted… This is my Postfix main.cf Code: # See /usr/share/postfix/main.cf.dist for a commented, more complete version # Debian specific: Specifying a file name will cause the first # line of that file to be used as the name. The Debian default # is /etc/mailname. #myorigin = /etc/mailname smtpd_banner = $myhostname ESMTP $mail_name (Debian/GNU) biff = no # appending .domain is the MUA's job. append_dot_mydomain = no # Uncomment the next line to generate "delayed mail" warnings #delay_warning_time = 4h readme_directory = /usr/share/doc/postfix # TLS parameters smtpd_tls_cert_file = /etc/postfix/smtpd.cert smtpd_tls_key_file = /etc/postfix/smtpd.key smtpd_use_tls = yes smtpd_tls_auth_only = yes smtp_tls_loglevel = 3 smtpd_tls_received_header = yes smtpd_tls_session_cache_database = btree:${data_directory}/smtpd_scache smtp_tls_session_cache_database = btree:${data_directory}/smtp_scache # See /usr/share/doc/postfix/TLS_README.gz in the postfix-doc package for # information on enabling SSL in the smtp client. myhostname = host.XXXYYY.com alias_maps = hash:/etc/aliases, hash:/var/lib/mailman/data/aliases alias_database = hash:/etc/aliases, hash:/var/lib/mailman/data/aliases myorigin = /etc/mailname mydestination = host.XXXYYY.com, localhost, localhost.localdomain relayhost = mynetworks = 127.0.0.0/8 [::1]/128 [fe80::]/10 [2a03:4000:6:f1::]/64 mailbox_command = procmail -a "$EXTENSION" mailbox_size_limit = 0 recipient_delimiter = + inet_interfaces = all html_directory = /usr/share/doc/postfix/html virtual_alias_domains = virtual_alias_maps = proxy:mysql:/etc/postfix/mysql-virtual_forwardings.cf, proxy:mysql:/etc/postfix/mysql-virtual_email2email.cf, hash:/var/lib/mailman/data/virtual-mailman virtual_mailbox_domains = proxy:mysql:/etc/postfix/mysql-virtual_domains.cf virtual_mailbox_maps = proxy:mysql:/etc/postfix/mysql-virtual_mailboxes.cf virtual_mailbox_base = /var/vmail virtual_uid_maps = static:5000 virtual_gid_maps = static:5000 inet_protocols = all smtpd_sasl_auth_enable = yes broken_sasl_auth_clients = yes smtpd_sasl_authenticated_header = yes smtpd_sasl_security_options = noanonymous smtpd_recipient_restrictions = permit_mynetworks, permit_sasl_authenticated, check_recipient_access mysql:/etc/postfix/mysql-virtual_recipient.cf, reject_unauth_destination smtpd_tls_security_level = may transport_maps = hash:/var/lib/mailman/data/transport-mailman, proxy:mysql:/etc/postfix/mysql-virtual_transports.cf relay_domains = mysql:/etc/postfix/mysql-virtual_relaydomains.cf relay_recipient_maps = mysql:/etc/postfix/mysql-virtual_relayrecipientmaps.cf proxy_read_maps = $local_recipient_maps $mydestination $virtual_alias_maps $virtual_alias_domains $virtual_mailbox_maps $virtual_mailbox_domains $relay_recipient_maps $relay_domains $canonical_maps $sender_canonical_maps $recipient_canonical_maps $relocated_maps $transport_maps $mynetworks $virtual_mailbox_limit_maps smtpd_sender_restrictions = check_sender_access mysql:/etc/postfix/mysql-virtual_sender.cf smtpd_client_restrictions = check_client_access mysql:/etc/postfix/mysql-virtual_client.cf smtpd_client_message_rate_limit = 100 maildrop_destination_concurrency_limit = 1 maildrop_destination_recipient_limit = 1 virtual_transport = dovecot header_checks = regexp:/etc/postfix/header_checks mime_header_checks = regexp:/etc/postfix/mime_header_checks nested_header_checks = regexp:/etc/postfix/nested_header_checks body_checks = regexp:/etc/postfix/body_checks owner_request_special = no dovecot_destination_recipient_limit = 1 smtpd_sasl_type = dovecot smtpd_sasl_path = private/auth content_filter = amavis:[127.0.0.1]:10024 receive_override_options = no_address_mappings message_size_limit = 0 smtpd_helo_required = yes smtpd_helo_restrictions = permit_mynetworks, permit_sasl_authenticated, reject_non_fqdn_helo_hostname, reject_invalid_helo_hostname smtpd_data_restrictions = reject_unauth_pipelining smtpd_delay_reject = yes milter_protocol = 2 smtpd_milters = inet:127.0.0.1:12301 non_smtpd_milters = $smtpd_milters milter_default_action = accept smtpd_tls_CAfile = /usr/local/ispconfig/interface/ssl/startssl.chain.class1.server.crt smtp_tls_note_starttls_offer = yes This is my postfix master.cf Code: # # Postfix master process configuration file. For details on the format # of the file, see the master(5) manual page (command: "man 5 master"). # # Do not forget to execute "postfix reload" after editing this file. # # ========================================================================== # service type private unpriv chroot wakeup maxproc command + args # (yes) (yes) (yes) (never) (100) # ========================================================================== smtp inet n - - - - smtpd #smtp inet n - - - 1 postscreen #smtpd pass - - - - - smtpd #dnsblog unix - - - - 0 dnsblog #tlsproxy unix - - - - 0 tlsproxy submission inet n - - - - smtpd -o syslog_name=postfix/submission -o smtpd_tls_security_level=encrypt -o smtpd_sasl_auth_enable=yes -o smtpd_client_restrictions=permit_sasl_authenticated,reject -o milter_macro_daemon_name=ORIGINATING smtps inet n - - - - smtpd -o syslog_name=postfix/smtps -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 #628 inet n - - - - qmqpd pickup fifo n - - 60 1 pickup -o content_filter= -o receive_override_options=no_header_body_checks cleanup unix n - - - 0 cleanup qmgr fifo n - n 300 1 qmgr #qmgr fifo n - n 300 1 oqmgr tlsmgr unix - - - 1000? 1 tlsmgr rewrite unix - - - - - trivial-rewrite bounce unix - - - - 0 bounce defer unix - - - - 0 bounce trace unix - - - - 0 bounce verify unix - - - - 1 verify flush unix n - - 1000? 0 flush proxymap unix - - n - - proxymap proxywrite unix - - n - 1 proxymap smtp unix - - - - - smtp relay unix - - - - - smtp # -o smtp_helo_timeout=5 -o smtp_connect_timeout=5 showq unix n - - - - showq error unix - - - - - error retry unix - - - - - error discard unix - - - - - discard local unix - n n - - local virtual unix - n n - - virtual lmtp unix - - - - - lmtp anvil unix - - - - 1 anvil scache unix - - - - 1 scache # # ==================================================================== # Interfaces to non-Postfix software. Be sure to examine the manual # pages of the non-Postfix software to find out what options it wants. # # Many of the following services use the Postfix pipe(8) delivery # agent. See the pipe(8) man page for information about ${recipient} # and other message envelope options. # ==================================================================== # # maildrop. See the Postfix MAILDROP_README file for details. # Also specify in main.cf: maildrop_destination_recipient_limit=1 # maildrop unix - n n - - pipe flags=DRhu user=vmail argv=/usr/bin/maildrop -d vmail ${extension} ${recipient} ${user} ${nexthop} ${sender} # # ==================================================================== # # Recent Cyrus versions can use the existing "lmtp" master.cf entry. # # Specify in cyrus.conf: # lmtp cmd="lmtpd -a" listen="localhost:lmtp" proto=tcp4 # # Specify in main.cf one or more of the following: # mailbox_transport = lmtp:inet:localhost # virtual_transport = lmtp:inet:localhost # # ==================================================================== # # Cyrus 2.1.5 (Amos Gouaux) # Also specify in main.cf: cyrus_destination_recipient_limit=1 # #cyrus unix - n n - - pipe # user=cyrus argv=/cyrus/bin/deliver -e -r ${sender} -m ${extension} ${user} # # ==================================================================== # Old example of delivery via Cyrus. # #old-cyrus unix - n n - - pipe # flags=R user=cyrus argv=/cyrus/bin/deliver -e -m ${extension} ${user} # # ==================================================================== # # See the Postfix UUCP_README file for configuration details. # uucp unix - n n - - pipe flags=Fqhu user=uucp argv=uux -r -n -z -a$sender - $nexthop!rmail ($recipient) # # Other external delivery methods. # ifmail unix - n n - - pipe flags=F user=ftn argv=/usr/lib/ifmail/ifmail -r $nexthop ($recipient) bsmtp unix - n n - - pipe flags=Fq. user=bsmtp argv=/usr/lib/bsmtp/bsmtp -t$nexthop -f$sender $recipient scalemail-backend unix - n n - 2 pipe flags=R user=scalemail argv=/usr/lib/scalemail/bin/scalemail-store ${nexthop} ${user} ${extension} mailman unix - n n - - pipe flags=FR user=list argv=/usr/lib/mailman/bin/postfix-to-mailman.py ${nexthop} ${user} dovecot unix - n n - - pipe flags=DROhu user=vmail:vmail argv=/usr/lib/dovecot/deliver -f ${sender} -d ${user}@${nexthop} amavis unix - - - - 2 smtp -o smtp_data_done_timeout=1200 -o smtp_send_xforward_command=yes 127.0.0.1:10025 inet n - - - - smtpd -o content_filter= -o local_recipient_maps= -o relay_recipient_maps= -o smtpd_restriction_classes= -o smtpd_client_restrictions= -o smtpd_helo_restrictions= -o smtpd_sender_restrictions= -o smtpd_recipient_restrictions=permit_mynetworks,reject -o mynetworks=127.0.0.0/8 -o strict_rfc821_envelopes=yes -o receive_override_options=no_unknown_recipient_checks,no_header_body_checks,no_milters Result of openssl s_client -connect localhost:25 -starttls smtp looks OK to me… This is telnet localhost 25: Code: Trying ::1... Connected to localhost. Escape character is '^]'. 220 host.XXXYYY.com ESMTP Postfix (Debian/GNU) EHLO XXXYYY.com 250-host.XXXYYY.com 250-PIPELINING 250-SIZE 250-VRFY 250-ETRN 250-STARTTLS 250-ENHANCEDSTATUSCODES 250-8BITMIME 250 DSN STARTTLS 220 2.0.0 Ready to start TLS quit I'm using a signed certificate from startssl. Is there anything wrong? Anything I could try?
I changed my configuration and followed the better crypto pdf: https://bettercrypto.org It now seems to work! My main.cf Code: # See /usr/share/postfix/main.cf.dist for a commented, more complete version # Debian specific: Specifying a file name will cause the first # line of that file to be used as the name. The Debian default # is /etc/mailname. #myorigin = /etc/mailname smtpd_banner = $myhostname ESMTP $mail_name (Debian/GNU) biff = no # appending .domain is the MUA's job. append_dot_mydomain = no # Uncomment the next line to generate "delayed mail" warnings #delay_warning_time = 4h readme_directory = /usr/share/doc/postfix # TLS parameters smtpd_tls_cert_file = /etc/postfix/smtpd.cert smtpd_tls_key_file = /etc/postfix/smtpd.key smtpd_use_tls = yes smtpd_tls_auth_only = yes smtpd_tls_loglevel = 1 smtpd_tls_received_header = yes smtpd_tls_session_cache_database = btree:${data_directory}/smtpd_scache smtp_tls_session_cache_database = btree:${data_directory}/smtp_scache # applied crypto settings smtp_tls_security_level = may smtp_tls_loglevel = 1 # tls_ssl_options = NO_COMPRESSION smtpd_tls_mandatory_protocols = !SSLv2 , !SSLv3 smtpd_tls_mandatory_ciphers = high tls_high_cipherlist=EDH+CAMELLIA:EDH+aRSA:EECDH+aRSA+AESGCM:EECDH+aRSA+SHA384:EECDH+aRSA+SHA256:EECDH:+CAMELLIA256:+AES256:+CAMELLIA128:+AES128:+SSLv3:!aNULL:!eNULL:!LOW:!3DES:!MD5:!EXP:!PSK:!DSS:!RC4:!SEED:!ECDSA:CAMELLIA256-SHA:AES256-SHA:CAMELLIA128-SHA:AES128-SHA smtpd_tls_eecdh_grade = ultra # tls_preempt_cipherlist = yes # See /usr/share/doc/postfix/TLS_README.gz in the postfix-doc package for # information on enabling SSL in the smtp client. myhostname = host.XXXYYY.com alias_maps = hash:/etc/aliases, hash:/var/lib/mailman/data/aliases alias_database = hash:/etc/aliases, hash:/var/lib/mailman/data/aliases myorigin = /etc/mailname mydestination = host.XXXYYY.com, localhost, localhost.localdomain relayhost = mynetworks = 127.0.0.0/8 [::1]/128 [fe80::]/10 [2a03:4000:6:f1::]/64 mailbox_command = procmail -a "$EXTENSION" mailbox_size_limit = 0 recipient_delimiter = + inet_interfaces = all html_directory = /usr/share/doc/postfix/html virtual_alias_domains = virtual_alias_maps = proxy:mysql:/etc/postfix/mysql-virtual_forwardings.cf, proxy:mysql:/etc/postfix/mysql-virtual_email2email.cf, hash:/var/lib/mailman/data/virtual-mailman virtual_mailbox_domains = proxy:mysql:/etc/postfix/mysql-virtual_domains.cf virtual_mailbox_maps = proxy:mysql:/etc/postfix/mysql-virtual_mailboxes.cf virtual_mailbox_base = /var/vmail virtual_uid_maps = static:5000 virtual_gid_maps = static:5000 inet_protocols = all smtpd_sasl_auth_enable = yes broken_sasl_auth_clients = yes smtpd_sasl_authenticated_header = yes smtpd_sasl_security_options = noanonymous smtpd_recipient_restrictions = permit_mynetworks, permit_sasl_authenticated, check_recipient_access mysql:/etc/postfix/mysql-virtual_recipient.cf, reject_unauth_destination smtpd_tls_security_level = may transport_maps = hash:/var/lib/mailman/data/transport-mailman, proxy:mysql:/etc/postfix/mysql-virtual_transports.cf relay_domains = mysql:/etc/postfix/mysql-virtual_relaydomains.cf relay_recipient_maps = mysql:/etc/postfix/mysql-virtual_relayrecipientmaps.cf proxy_read_maps = $local_recipient_maps $mydestination $virtual_alias_maps $virtual_alias_domains $virtual_mailbox_maps $virtual_mailbox_domains $relay_recipient_maps $relay_domains $canonical_maps $sender_canonical_maps $recipient_canonical_maps $relocated_maps $transport_maps $mynetworks $virtual_mailbox_limit_maps smtpd_sender_restrictions = check_sender_access mysql:/etc/postfix/mysql-virtual_sender.cf smtpd_client_restrictions = check_client_access mysql:/etc/postfix/mysql-virtual_client.cf smtpd_client_message_rate_limit = 100 maildrop_destination_concurrency_limit = 1 maildrop_destination_recipient_limit = 1 virtual_transport = dovecot header_checks = regexp:/etc/postfix/header_checks mime_header_checks = regexp:/etc/postfix/mime_header_checks nested_header_checks = regexp:/etc/postfix/nested_header_checks body_checks = regexp:/etc/postfix/body_checks owner_request_special = no dovecot_destination_recipient_limit = 1 smtpd_sasl_type = dovecot smtpd_sasl_path = private/auth content_filter = amavis:[127.0.0.1]:10024 receive_override_options = no_address_mappings message_size_limit = 0 smtpd_helo_required = yes smtpd_helo_restrictions = permit_mynetworks, permit_sasl_authenticated, reject_non_fqdn_helo_hostname, reject_invalid_helo_hostname smtpd_data_restrictions = reject_unauth_pipelining smtpd_delay_reject = yes milter_protocol = 2 smtpd_milters = inet:127.0.0.1:12301 non_smtpd_milters = $smtpd_milters milter_default_action = accept smtpd_tls_CAfile = /usr/local/ispconfig/interface/ssl/startssl.chain.class1.server.crt smtp_tls_note_starttls_offer = yes My master.cf Code: # # Postfix master process configuration file. For details on the format # of the file, see the master(5) manual page (command: "man 5 master"). # # Do not forget to execute "postfix reload" after editing this file. # # ========================================================================== # service type private unpriv chroot wakeup maxproc command + args # (yes) (yes) (yes) (never) (100) # ========================================================================== smtp inet n - - - - smtpd #smtp inet n - - - 1 postscreen #smtpd pass - - - - - smtpd #dnsblog unix - - - - 0 dnsblog #tlsproxy unix - - - - 0 tlsproxy submission inet n - - - - smtpd -o syslog_name=postfix/submission -o smtpd_tls_security_level=encrypt -o smtp_tls_security_level=encrypt -o tls_preempt_cipherlist=yes -o smtpd_sasl_auth_enable=yes -o smtpd_client_restrictions=permit_sasl_authenticated,reject -o milter_macro_daemon_name=ORIGINATING smtps inet n - - - - smtpd -o syslog_name=postfix/smtps -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 #628 inet n - - - - qmqpd pickup fifo n - - 60 1 pickup # -o content_filter= # -o receive_override_options=no_header_body_checks cleanup unix n - - - 0 cleanup qmgr fifo n - n 300 1 qmgr #qmgr fifo n - n 300 1 oqmgr tlsmgr unix - - - 1000? 1 tlsmgr rewrite unix - - - - - trivial-rewrite bounce unix - - - - 0 bounce defer unix - - - - 0 bounce trace unix - - - - 0 bounce verify unix - - - - 1 verify flush unix n - - 1000? 0 flush proxymap unix - - n - - proxymap proxywrite unix - - n - 1 proxymap smtp unix - - - - - smtp relay unix - - - - - smtp # -o smtp_helo_timeout=5 -o smtp_connect_timeout=5 showq unix n - - - - showq error unix - - - - - error retry unix - - - - - error discard unix - - - - - discard local unix - n n - - local virtual unix - n n - - virtual lmtp unix - - - - - lmtp anvil unix - - - - 1 anvil scache unix - - - - 1 scache # # ==================================================================== # Interfaces to non-Postfix software. Be sure to examine the manual # pages of the non-Postfix software to find out what options it wants. # # Many of the following services use the Postfix pipe(8) delivery # agent. See the pipe(8) man page for information about ${recipient} # and other message envelope options. # ==================================================================== # # maildrop. See the Postfix MAILDROP_README file for details. # Also specify in main.cf: maildrop_destination_recipient_limit=1 # maildrop unix - n n - - pipe flags=DRhu user=vmail argv=/usr/bin/maildrop -d vmail ${extension} ${recipient} ${user} ${nexthop} ${sender} # # ==================================================================== # # Recent Cyrus versions can use the existing "lmtp" master.cf entry. # # Specify in cyrus.conf: # lmtp cmd="lmtpd -a" listen="localhost:lmtp" proto=tcp4 # # Specify in main.cf one or more of the following: # mailbox_transport = lmtp:inet:localhost # virtual_transport = lmtp:inet:localhost # # ==================================================================== # # Cyrus 2.1.5 (Amos Gouaux) # Also specify in main.cf: cyrus_destination_recipient_limit=1 # #cyrus unix - n n - - pipe # user=cyrus argv=/cyrus/bin/deliver -e -r ${sender} -m ${extension} ${user} # # ==================================================================== # Old example of delivery via Cyrus. # #old-cyrus unix - n n - - pipe # flags=R user=cyrus argv=/cyrus/bin/deliver -e -m ${extension} ${user} # # ==================================================================== # # See the Postfix UUCP_README file for configuration details. # uucp unix - n n - - pipe flags=Fqhu user=uucp argv=uux -r -n -z -a$sender - $nexthop!rmail ($recipient) # # Other external delivery methods. # ifmail unix - n n - - pipe flags=F user=ftn argv=/usr/lib/ifmail/ifmail -r $nexthop ($recipient) bsmtp unix - n n - - pipe flags=Fq. user=bsmtp argv=/usr/lib/bsmtp/bsmtp -t$nexthop -f$sender $recipient scalemail-backend unix - n n - 2 pipe flags=R user=scalemail argv=/usr/lib/scalemail/bin/scalemail-store ${nexthop} ${user} ${extension} mailman unix - n n - - pipe flags=FR user=list argv=/usr/lib/mailman/bin/postfix-to-mailman.py ${nexthop} ${user} dovecot unix - n n - - pipe flags=DROhu user=vmail:vmail argv=/usr/lib/dovecot/deliver -f ${sender} -d ${user}@${nexthop} amavis unix - - - - 2 smtp -o smtp_data_done_timeout=1200 -o smtp_send_xforward_command=yes 127.0.0.1:10025 inet n - - - - smtpd -o content_filter= -o smtpd_tls_security_level=none -o local_recipient_maps= -o relay_recipient_maps= -o smtpd_restriction_classes= -o smtpd_client_restrictions= -o smtpd_helo_restrictions= -o smtpd_sender_restrictions= -o smtpd_recipient_restrictions=permit_mynetworks,reject -o mynetworks=127.0.0.0/8 -o strict_rfc821_envelopes=yes -o receive_override_options=no_unknown_recipient_checks,no_header_body_checks,no_milters