this might be off topic, I'm not sure if I have an issue with Postfix setup - or just end user email client setup:
I have old postfix 2.1 server, migrating to new 3.x, copied over 2.1 /etc/postfix, all seemed OK till now trying to setup an Outlook 2010 client as I don't have Outlook 2010 to hand, I've installed 2016, tested account setup, all worked, both IMAP and 587/SMTP auth the end user in question is remote to me, 2010 seems to have different options than 2016 I have tested the Outlook system is remote to me, it's possible end user screwed something up on Outlook, the setup for old 2.1 server and new 3.x server is supposedly identical: SMTP 587 TLS - but I'm not there. is there some simple Outlook option that I have overlooked ? or is there something wrong with my server config ?? smtpd_helo_restrictions = permit_mynetworks, permit_sasl_authenticated, reject_non_fqdn_helo_hostname, reject_invalid_helo_hostname, check_helo_access pcre:/etc/postfix/helo_access.pcre smtpd_recipient_restrictions = reject_unknown_sender_domain, reject_unknown_recipient_domain, reject_non_fqdn_sender, reject_non_fqdn_recipient, reject_unlisted_recipient, permit_mynetworks, check_sasl_access hash:/etc/postfix/sasl_access permit_sasl_authenticated, reject_unauth_destination, check_policy_service inet:127.0.0.1:10040, check_recipient_access hash:/etc/postfix/recipient_no_checks, check_recipient_access pcre:/etc/postfix/recipient_checks.pcre, check_helo_access hash:/etc/postfix/helo_checks, check_sender_access hash:/etc/postfix/sender_checks, check_client_access hash:/etc/postfix/client_checks, check_client_access pcre:/etc/postfix/client_checks.pcre, reject_rbl_client zen.spamhaus.org, reject_rhsbl_client dbl.spamhaus.org, reject_rhsbl_sender dbl.spamhaus.org, reject_rbl_client psbl.surriel.com, reject_rbl_client ix.dnsbl.manitu.net, reject_rbl_client bl.spamcop.net, tried with 'port 587 TLS' as well as 'port 587 SSL' the user can use old 2.1 server, no issues, BUT, when trying to send with 2010, it fails, on the server, I see this: (Outlook account setup test message) Dec 29 14:27:44 geko postfix/smtpd[14089]: NOQUEUE: reject: RCPT from d114-75-83-107.sbr1.nsw.optusnet.com.au[114.75.83.107]: 554 5.7.1 <d114-75-83-107.sbr1.nsw.optusnet.com.au[114.75.83.107]>: Client host rejected: Access denied; from=<no...@dom.org.au> to=<no...@dom.org.au> proto=ESMTP helo=<UserPC> on the old 2.1 server works fine, I see this: 14:34:08 emu postfix/qmgr[5951]: 30762185383: from=<no...@dom.org.au>, size=638, nrcpt=1 (queue active) Dec 29 14:34:08 emu postfix/pipe[8733]: 30762185383: to=<no...@dom.org.au>, relay=dovecot, delay=0.32, delays=0.22/0.01/0/0.1, dsn=2.0.0, status=sent (delivered via dovecot service) Dec 29 14:34:17 emu postfix/smtpd[8727]: 482B6185383: client=d114-75-83-107.sbr1.nsw.optusnet.com.au[114.75.83.107], sasl_method=LOGIN, sasl_username=no...@dom.org.au Dec 29 14:34:17 emu postfix/qmgr[5951]: 482B6185383: from=<no...@dom.org.au>, size=638, nrcpt=1 (queue active) Dec 29 14:34:17 emu postfix/pipe[8733]: 482B6185383: to=<no...@dom.org.au>, relay=dovecot, delay=0.23, delays=0.19/0/0/0.05, dsn=2.0.0, status=sent (delivered via dovecot service) Dec 29 14:40:04 emu postfix/smtpd[10332]: 83EAC185383: client=d114-75-83-107.sbr1.nsw.optusnet.com.au[114.75.83.107], sasl_method=LOGIN, sasl_username=no...@dom.org.au Dec 29 14:40:05 emu postfix/qmgr[5951]: 83EAC185383: from=<no...@dom.org.au>, size=25709, nrcpt=1 (queue active)