How do you fix 550 must be authenticated sending Mail using Grails? - email

Question

I'm using Grails Mail plugin and trying to send email and keep getting:
Error 500: Executing action [sendInvite] of controller
[RegisterController] caused exception: Failed messages:
javax.mail.SendFailedException: Invalid Addresses; nested exception
is: com.sun.mail.smtp.SMTPAddressFailedException: 550 must be
authenticated
I'm properly following the instructions at: http://www.grails.org/Mail+plugin

Answer 1

The mail server is returning an error when you try to send out the mail. 550 is a generic SMTP failure code; in this case it looks like you are missing a username and password. Some SMTP servers to not require authentication but most do, especially if they're publicly available on the internet. It's also possible that your SMTP server requires an SSL connection and you're connecting with an unsecured socket.
The example config for gmail shows how to set all the mail server authentication options in Config.groovy:
grails {
mail {
host = "smtp.gmail.com"
port = 465
username = "youracount#gmail.com"
password = "yourpassword"
props = ["mail.smtp.auth":"true",
"mail.smtp.socketFactory.port":"465",
"mail.smtp.socketFactory.class":"javax.net.ssl.SSLSocketFactory",
"mail.smtp.socketFactory.fallback":"false"]
}
}
Add "mail.debug": "true" to props to turn on JavaMail debugging to get a better picture of what is happening before the failure.

Answer 2

In my case the 550 error was caused by me having accidentally selected and IMAP account as the default account but sending emails from my Outlook Connector Account (which has no authentication settings to make).
I changed the Outlook Connector Account to default. Resent the emails and no errors.
So check that the correct email account is set up as the default also