Good Day, Running ISPConfig 3.0.5.4p9 on Centos 6.8 and can't send emails through SendGrid. I've done this setup before, never had an issue (I believe I didn't have an issue?). Server Config / Mail / Relayhost (host, user, passwd) Does this mean this is a Sendgrid issue (certificate) or I'm missing some SASL packages? yum install cyrus-sasl Package cyrus-sasl-2.1.23-15.el6_6.2.x86_64 already installed and latest version Nothing to do yum install cyrus-imapd (installed this in case?) /var/log/maillog: Jul 14 10:31:10 host1 postfix/smtp[16967]: certificate verification failed for smtp.sendgrid.net[108.168.190.108]:25: untrusted issuer /C=US/O=The Go Daddy Group, Inc./OU=Go Daddy Class 2 Certification Authority Jul 14 10:31:10 host1 postfix/smtp[16967]: warning: SASL authentication failure: No worthy mechs found Jul 14 10:31:10 host1 postfix/smtp[16967]: 12714160D0E: SASL authentication failed; cannot authenticate to server smtp.sendgrid.net[108.168.190.108]: no mechanism available Jul 14 10:31:10 host1 postfix/smtp[16967]: certificate verification failed for smtp.sendgrid.net[158.85.10.138]:25: untrusted issuer /C=US/O=The Go Daddy Group, Inc./OU=Go Daddy Class 2 Certification Authority Jul 14 10:31:10 host1 postfix/smtp[16967]: warning: SASL authentication failure: No worthy mechs found Jul 14 10:31:10 host1 postfix/smtp[16967]: 12714160D0E: to=<[email protected]>, relay=smtp.sendgrid.net[158.85.10.138]:25, delay=0.63, delays=0.03/0.01/0.59/0, dsn=4.7.0, status=deferred (SASL authentication failed; cannot authenticate to server smtp.sendgrid.net[158.85.10.138]: no mechanism available) Jul 14 10:32:05 host1 postfix/qmgr[16174]: C283D160D0F: from=<[email protected]>, size=1279, nrcpt=1 (queue active) Jul 14 10:32:06 host1 postfix/smtp[16967]: certificate verification failed for smtp.sendgrid.net[108.168.190.108]:25: untrusted issuer /C=US/O=The Go Daddy Group, Inc./OU=Go Daddy Class 2 Certification Authority Jul 14 10:32:06 host1 postfix/smtp[16967]: warning: SASL authentication failure: No worthy mechs found Jul 14 10:32:06 host1 postfix/smtp[16967]: C283D160D0F: SASL authentication failed; cannot authenticate to server smtp.sendgrid.net[108.168.190.108]: no mechanism available Jul 14 10:32:06 host1 postfix/smtp[16967]: certificate verification failed for smtp.sendgrid.net[158.85.10.138]:25: untrusted issuer /C=US/O=The Go Daddy Group, Inc./OU=Go Daddy Class 2 Certification Authority Thank you in advance. JP
As far as I can see, the issue is that your server does not trust the sendgrid ssl cert. Did you send the log snippet to their support?