postconf | grep restrictions smtpd_client_restrictions = permit_mynetworks, permit_sasl_authenticated, permit_tls_clientcerts, reject smtpd_data_restrictions = permit_mynetworks, reject_unauth_pipelining smtpd_end_of_data_restrictions = smtpd_etrn_restrictions = smtpd_helo_restrictions = permit_mynetworks, reject_unknown_helo_hostname smtpd_recipient_restrictions = permit_mynetworks, permit_sasl_authenticated, reject_unauth_destination smtpd_sender_restrictions = permit_mynetworks, reject_unknown_sender_domain postconf -e 'smtp_tls_security_level = may' < this way it works ... May 27 22:42:09 ashley postfix/smtpd[15790]: connect from localhost[127.0.0.1] May 27 22:42:09 ashley postfix/smtpd[15790]: D08DA4157: client=localhost[127.0.0.1] May 27 22:42:09 ashley postfix/cleanup[15786]: D08DA4157: message-id=<4659ED81.40801@tuxblogger.nl> May 27 22:42:09 ashley postfix/smtpd[15778]: disconnect from ashley.tuxblogger.nl[84.245.7.46] May 27 22:42:09 ashley postfix/qmgr[15775]: D08DA4157: from=, size=933, nrcpt=1 (queue active) May 27 22:42:09 ashley amavis[15529]: (15529-04) Passed CLEAN, [84.245.7.46] [84.245.7.46] -> , Message-ID: <4659ED81.40801@tuxblogger.nl>, mail_id: vR0RovYW8NYP, Hits: -, queued_as: D08DA4157, 659 ms May 27 22:42:10 ashley postfix/lmtp[15788]: D3790350: to=, relay=127.0.0.1[127.0.0.1]:10024, delay=1.3, delays=0.51/0.1/0.09/0.63, dsn=2.6.0, status=sent (250 2.6.0 Ok, id=15529-04, from MTA([127.0.0.1]:10025): 250 2.0.0 Ok: queued as D08DA4157) May 27 22:42:10 ashley postfix/smtpd[15790]: disconnect from localhost[127.0.0.1] postconf -e 'smtp_tls_security_level = encrypt' < this way it does not work ... May 27 22:45:05 ashley postfix/smtpd[15852]: connect from localhost[127.0.0.1] May 27 22:45:05 ashley postfix/smtpd[15852]: disconnect from localhost[127.0.0.1] May 27 22:45:05 ashley amavis[15532]: (15532-04) (!) FWD via SMTP: -> , 530 5.5.0 Rejected by MTA([127.0.0.1]:10025): 530 5.7.0 Must issue a STARTTLS command first, id=15532-04 May 27 22:45:05 ashley postfix/smtpd[15852]: connect from localhost[127.0.0.1] May 27 22:45:05 ashley postfix/smtpd[15852]: disconnect from localhost[127.0.0.1] May 27 22:45:05 ashley amavis[15532]: (15532-04) (!) SEND via SMTP: <> -> , ENVID=AM..20070527T204505Z@ashley.tuxblogger.nl 530 5.5.0 Rejected by MTA([127.0.0.1]:10025): 530 5.7.0 Must issue a STARTTLS command first, id=15532-04 May 27 22:45:05 ashley amavis[15532]: (15532-04) (!) NOTICE: UNABLE TO SEND DSN to : 530 5.5.0 Rejected by MTA([127.0.0.1]:10025): 530 5.7.0 Must issue a STARTTLS command first, id=15532-04 May 27 22:45:05 ashley amavis[15532]: (15532-04) Blocked CLEAN, [84.245.7.46] [84.245.7.46] -> , Message-ID: <4659EE30.3060105@tuxblogger.nl>, mail_id: VQheUsc66U4v, Hits: -, 418 ms May 27 22:45:05 ashley postfix/lmtp[15850]: 8CBC4414F: to=, relay=127.0.0.1[127.0.0.1]:10024, delay=0.81, delays=0.33/0.03/0.03/0.42, dsn=2.5.0, status=sent (250 2.5.0 Ok , DSN suppressed (530 5.5.0 Rejected by MTA([127.0.0.1]:10025): 530 5.7.0 Must issue a STARTTLS command first, id=15532-04)) May 27 22:45:05 ashley postfix/qmgr[15836]: 8CBC4414F: removed May 27 22:45:05 ashley postfix/smtpd[15840]: disconnect from ashley.tuxblogger.nl[84.245.7.46]