When you test connecting to your servers yourself do you get any errors ? Not sure if sslv3 is ok to see if using TLS ???
Commands to try, just replace with your server name openssl s_client -connect mta5.uits.uconn.edu:465 openssl s_client -starttls smtp -connect mta5.uits.uconn.edu:587 openssl s_client -connect <yourname>:465 openssl s_client -starttls smtp -connect <yourname>:587 good luck. -ANGELO FAZZINA ITS Service Manager: Spam and Virus Prevention Mass Mailing G Suite/Gmail ang...@uconn.edu University of Connecticut, ITS, SSG, Server Systems 860-486-9075 -----Original Message----- From: owner-postfix-us...@postfix.org <owner-postfix-us...@postfix.org> On Behalf Of James B. Byrne Sent: Tuesday, July 10, 2018 12:56 PM To: postfix-users@postfix.org Subject: STARTTLS / DANE difficulties? We are migrating our Postfix MX services and in the process have disrupted a setup which has been very stable for the past couple of years. One of the remaining items is this sort of message which only started very recently: Jul 10 11:55:29 mx31 postfix-p25/smtpd[70030]: connect from hr1.samba.org[144.76.82.147] Jul 10 11:55:30 mx31 postfix-p25/smtpd[70030]: warning: TLS library problem: error:14094412:SSL routines:ssl3_read_bytes:sslv3 alert bad certificate:/usr/src/crypto/openssl/ssl/s3_pkt.c:1493:SSL alert number 42: Jul 10 11:55:30 mx31 postfix-p25/smtpd[70030]: lost connection after STARTTLS from hr1.samba.org[144.76.82.147] Jul 10 11:55:30 mx31 postfix-p25/smtpd[70030]: disconnect from hr1.samba.org[144.76.82.147] ehlo=1 starttls=1 commands=2 I thought that these errors were the result of a misconfigured certificate or private key for the postfix service. However, I have examined these and they appear to be correct: postconf -n | grep -i tls smtp_tls_CAfile = /usr/local/etc/pki/tls/certs/ca-bundle.crt smtp_tls_cert_file = /usr/local/etc/pki/tls/certs/ca.harte-lyne.mx31.crt smtp_tls_ciphers = medium smtp_tls_exclude_ciphers = MD5, aDSS, SRP, PSK, aECDH, aDH, SEED, IDEA, RC2, RC5 smtp_tls_key_file = /usr/local/etc/pki/tls/private/ca.harte-lyne.mx31.key smtp_tls_protocols = !SSLv2, !SSLv3 smtp_tls_security_level = dane smtp_tls_session_cache_database = btree:/var/db/postfix/smtp_scache smtp_tls_session_cache_timeout = 3600s smtpd_starttls_timeout = ${stress?10}${stress:120}s smtpd_tls_CAfile = /usr/local/etc/pki/tls/certs/ca-bundle.crt smtpd_tls_ask_ccert = yes smtpd_tls_auth_only = yes smtpd_tls_cert_file = /usr/local/etc/pki/tls/certs/ca.harte-lyne.mx31.crt smtpd_tls_ciphers = medium smtpd_tls_dh1024_param_file = ${config_directory}/dh2048.pem smtpd_tls_fingerprint_digest = sha256 smtpd_tls_key_file = /usr/local/etc/pki/tls/private/ca.harte-lyne.mx31.key smtpd_tls_protocols = !SSLv2, !SSLv3 smtpd_tls_received_header = yes smtpd_tls_security_level = may smtpd_tls_session_cache_database = btree:/var/db/postfix/smtpd_scache smtpd_tls_session_cache_timeout = 3600s tls_random_source = dev:/dev/urandom # ll /usr/local/etc/pki/tls/private/ total 18 -rw------- 1 root wheel 3243 Jun 7 15:37 2016003E.key lrwxr-xr-x 1 root wheel 12 Jul 10 12:19 ca.harte-lyne.mx31.key -> 2016003E.key ll /usr/local/etc/pki/tls/certs total 565 -rw-r--r-- 1 root wheel 10164 Jun 7 15:37 2016003E.pem -rw-r--r-- 1 root wheel 822512 Jul 10 12:05 ca-bundle.crt lrwxr-xr-x 1 root wheel 22 Jul 10 12:07 ca.harte-lyne.mx31.crt -> ca.harte-lyne.mx31.pem lrwxr-xr-x 1 root wheel 12 Jul 10 12:06 ca.harte-lyne.mx31.pem -> 2016003E.pem # openssl x509 -noout -text -in /usr/local/etc/pki/tls/certs/ca.harte-lyne.mx31.crt Certificate: Data: Version: 3 (0x2) Serial Number: 538312766 (0x2016003e) Signature Algorithm: sha512WithRSAEncryption Issuer: CN=CA_HLL_ISSUER_2016, OU=Networked Data Services, O=Harte & Lyne Limited, L=Hamilton, ST=Ontario, C=CA, DC=harte-lyne, DC=ca Validity Not Before: Jun 1 00:00:00 2018 GMT Not After : Jun 30 23:59:59 2023 GMT Subject: CN=mx31.harte-lyne.ca, OU=Networked Data Services, O=Harte & Lyne Limited, L=Hamilton, ST=Ontario, C=CA, DC=hamilton, DC=harte-lyne, DC=ca Subject Public Key Info: Public Key Algorithm: rsaEncryption . . . Can someone interpret for me what these messages are telling me? Is samba.org misconfigured or me? -- *** e-Mail is NOT a SECURE channel *** Do NOT transmit sensitive data via e-Mail Do NOT open attachments nor follow links sent by e-Mail James B. Byrne mailto:byrn...@harte-lyne.ca Harte & Lyne Limited https://na01.safelinks.protection.outlook.com/?url=http%3A%2F%2Fwww.harte-lyne.ca&data=02%7C01%7Cangelo.fazzina%40uconn.edu%7C6922a5cc8abd4ad2f16608d5e6863894%7C17f1a87e2a254eaab9df9d439034b080%7C0%7C0%7C636668386513643202&sdata=uwMebM%2BjRmEqZjkTTbuMggiZED7kKeYUaf8iX7dH32Q%3D&reserved=0 9 Brockley Drive vox: +1 905 561 1241 Hamilton, Ontario fax: +1 905 561 0757 Canada L8E 3C3