(Gmail) not sending transactional emails

Developer help
3

Thank you for the detailed reply Kevin.

After a good night’s rest, I read your message, tested your suggestions without any luck and then dug a little deeper.

I am using a personal gmail account and I had set it up with 2-step verification. However, it is possible to “Allow less secure apps”, which google tries hard to dissuade people from doing - but they allow it. I created a new gmail account today, set “Allow less secure apps” to “ON”, copied a python script to send an email from the Digital Ocean Ubuntu server. The same one where Ghost is installed.

I received the email using the script on the same server. So the issue isn’t Digital Ocean nor Gmail.

I tried the new credentials in the config.production.json file, same issue. However, I am not sure if I am configuring it correctly.

  },
  "mail": {
    "from": "email@gmail.com",
    "transport": "SMTP",
    "options": {
      "service": "Gmail",
      "host": "smtp.gmail.com",
      "port": 465,
      "secure": true,
      "auth": {
        "user": "email@gmail.com",
        "password": "password"
      }
    }
  },

This is the script I used

import smtplib, ssl

class Mail:

    def __init__(self):
        self.port = 465
        self.smtp_server_domain_name = "smtp.gmail.com"
        self.sender_mail = "GMAIL_ADDRESS"
        self.password = "SECURE_PASSWORD"

    def send(self, emails, subject, content):
        ssl_context = ssl.create_default_context()
        service = smtplib.SMTP_SSL(self.smtp_server_domain_name, self.port, context=ssl_context)
        service.login(self.sender_mail, self.password)
        
        for email in emails:
            result = service.sendmail(self.sender_mail, email, f"Subject: {subject}\n{content}")

        service.quit()


if __name__ == '__main__':
    mails = input("Enter emails: ").split()
    subject = input("Enter subject: ")
    content = input("Enter content: ")

    mail = Mail()
    mail.send(mails, subject, content)

Sources:

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