Running into SMTP error when trying to send email in RoR app

Question

I\'ve been desperately trying to send an email using the Action Mailer class in RoR, and even though the terminal shows that a message is being sent, it keeps returning with

Answer 1

This one solved the issue for me after some investigation:

Click https://www.google.com/settings/u/0/security/lesssecureapps

Enable access for less secure apps here by logging in with the email address you have provided in smtp configuration.

Answer 2

I solved by doing the following:

1) Log into the Google Apps Admin portal and enable Less Secure Apps by checking "Allow users to manage their access to less secure apps" under Security preferences.

2) Login into the account that will serve as the mailer and turn "Allow less secure apps" to ON.

Most of the answers available on-line refer to step 2, but you cannot configure at a user level without the Admin turning the feature on.

Answer 3

The reason that you are seeing this error is that Google has blocked your IP. You will need to enable authorization for this IP.

Go to http://www.google.com/accounts/DisplayUnlockCaptcha and click continue.

Then again try to send email from the application, it should work. You will need to send email from your app within 10 min of visiting the above link. By visiting above link, Google will grant access to register new apps for 10 min.

Answer 4

I resolved my issue by doing this.

config.action_mailer.default :charset => "utf-8"
config.action_mailer.perform_deliveries = true
config.action_mailer.raise_delivery_errors = true
config.action_mailer.delivery_method = :smtp
config.action_mailer.smtp_settings = {
    address: 'smtp.gmail.com',
    port: 587,
    domain: 'mysite.com',
    user_name: myemail@gmail.com,
    password: mypassword,
    authentication: 'plain',
    enable_starttls_auto: true
}

As google will try to block your sign-in if you have turned off access for less secure apps in your accounts settings. Therefore, follow this link and "Turn on" access for less secure apps.