I am following this link for a test. But I receive
451 Authentication failed: Could not authenticate
at step 4:
4.Enter your Base64 converted API key in the next line as the password.
Does it mean I entered a wrong Base64 converted API key? But I have double checked the key. What's going on?
By the way, I am also using Postfix, and in /var/log/maillog it says
certificate verification failed for smtp.sendgrid.net[198.37.144.225]:587: untrusted issuer /C=US/O=The Go Daddy Group, Inc./OU=Go Daddy Class 2 Certification Authority
Then I followed this link to add the certificate, but I still cannot send the email by Postfix, perhaps the reason is 451 Authentication failed: Could not authenticate?
Another cause of '451 Authentication failed: Could not authenticate' - because IP not whitelisted
You need to whitelist your NAT or the Public IP of the instance in the Sengrid site then the steps described here would work -
https://sendgrid.com/docs/API_Reference/SMTP_API/getting_started_smtp.html
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