Nodemailer emails landing in Gmail spam folder when sent from Azure

Other Questions Gmail
1

Hey everyone,

I’m having trouble with emails sent using Nodemailer. When I run my script locally, the emails go to the Gmail inbox just fine. But when I run it from my Microsoft Azure server, they end up in the spam folder. It’s driving me crazy!

Here’s a simplified version of my code:

const mailer = require('mailsender');
const TemplateEngine = require('template-renderer');

const mailConfig = {
  host: 'mail.mycompany.com',
  port: 465,
  secure: true,
  auth: {
    user: '[email protected]',
    pass: 'mypassword'
  }
};

const templateEngine = new TemplateEngine();
const mailTransport = mailer.createTransport(mailConfig);

const data = {
  name: 'John',
  email: '[email protected]',
  confirmLink: 'https://myapp.com/confirm'
};

templateEngine.process('welcome.html', data, (err, result) => {
  mailTransport.send({
    from: '"MyApp Team" <[email protected]>',
    to: '[email protected]',
    subject: 'Welcome to MyApp',
    html: result.html,
    text: result.text
  });
});

Any ideas why this might be happening? Could it be something to do with Azure’s IP reputation? Or am I missing some important email headers? Thanks for any help!

2

Having dealt with this issue before, I can suggest a few things to try. First, ensure your Azure server’s outbound IP isn’t blacklisted. You can check this using online tools. Next, implement proper email authentication protocols like SPF, DKIM, and DMARC for your domain. These significantly improve email deliverability.

Consider adding some headers to your email:

headers: {
  'X-MS-Exchange-CrossTenant-AuthAs': 'Internal',
  'X-MS-Exchange-CrossTenant-AuthSource': 'your-azure-server.com',
  'X-MS-Exchange-CrossTenant-FromEntityHeader': 'Internet'
}

Lastly, if the problem persists, you might want to use a reputable email delivery service like SendGrid or Mailgun. They often have better deliverability rates and can handle authentication complexities for you.

3

have u checked ur azure outbound IP? might be blacklisted. try using sendgrid or mailgun instead of ur own smtp server. they handle authentication stuff better. also, make sure ur not sendin too many emails at once from azure, could trigger spam filters

4

I encountered a similar problem when switching from a local environment to a cloud service. In my experience, the main issue was related to email authentication and IP reputation. I resolved it by ensuring that I had correct SPF, DKIM, and DMARC records set up for my domain.

In addition, using a dedicated IP instead of a shared one improved deliverability since shared IPs may have a history of spamming. I also warmed up the IP gradually and made sure that the email’s HTML and plain text versions were well formatted.

Even considering a specialized transactional email service might be beneficial. I hope these steps help improve your email delivery.