Mac OS X 10.10 Yosemite Postfix SASL authentication failed

email smtp postfix-mta osx-yosemite sasl
Paul picture Paul · Oct 19, 2014 · Viewed 22.8k times · Source

I followed the step described in the link below to setup my mac to send out email. http://www.anujgakhar.com/2011/12/09/using-macosx-lion-command-line-mail-with-gmail-as-smtp/

It was working fine on my Mac OS X 10.9. But after I upgraded to OS X 10.10. The mail.log showed the following error. What is the problem?

Oct 19 00:28:22 paullam-macbook-pro.local postfix/smtp[30383]: 6B47B8AD4E8: SASL authentication failed; cannot authenticate to server smtp.gmail.com[74.125.68.109]: generic failure
Oct 19 00:28:24 paullam-macbook-pro.local postfix/smtp[30383]: 6B47B8AD4E8: to=<[email protected]>, relay=smtp.gmail.com[74.125.68.108]:587, delay=3.4, delays=0.01/0/3.4/0, dsn=4.7.0, status=deferred (SASL authentication failed; cannot authenticate to server smtp.gmail.com[74.125.68.108]: generic failure)

Answer

Josh picture Josh · Oct 19, 2014

I had the same problem. A Google search turned up this link: http://hkitago.com/2014/09/yosemiteのpostfix設定/

It turned out I was missing the following line in /etc/postfix/main.cf:

smtp_sasl_mechanism_filter = plain

Related questions

What is the difference between ports 465 and 587?

These ports 465 and 587 are both used for sending mail (submitting mail) but what is the real difference between them?

Read More
Change outgoing mail address from root@servername - rackspace sendgrid postfix

So I recently setup my Rackspace server (Ubuntu LAMP stack) to use Postfix and Sendgrid for outgoing email. It works great in that my test mail from the cmd line gets delivered via sendgrid smtp. However, when I receive the …

Read More
postfix: send a copy of every email to a given email address

I have a postfix email server and there is an issue I want to debug. How can I configure it to send a copy of every email to my email (in addition to delivering the email to its intended recipients).

Read More