So You Want to Send an Email?

Kamal MustafaKamal Mustafa
4 min read

So, you tried sending an email from a new VPS for your app’s invitation feature, and… crickets. No email arrived. You thought it’d be as easy as hitting "send," but turns out, sending emails from a server is more like navigating a maze blindfolded. Let’s unpack why it didn’t work and how to get you up to speed on this critical DevOps skill.

Why Email Sending Isn’t Simple

Sending emails from a server isn’t like sending one from Gmail. Your app needs a way to talk to other email servers, and that’s not plug-and-play. Without the right setup, your emails might get blocked, flagged as spam, or just vanish. The main hurdles are:

  • You need software to send emails.

  • Your VPS provider might block the ports used for email.

  • Other servers won’t trust your VPS unless you prove you’re legit.

  • New VPS IPs have no reputation, so emails often land in spam.

Let’s break down what you need to know.

The Role of an MTA

To send emails, your server needs a Mail Transfer Agent (MTA) like Postfix or Exim. Think of it as your server’s post office—it handles the delivery of emails using SMTP (Simple Mail Transfer Protocol). Without an MTA, your app’s emails have nowhere to go.

Setting up an MTA involves installing it (e.g., Postfix) and configuring it with your domain. But even then, you’re not done—logs are your best friend for troubleshooting why an email didn’t make it.

Dealing with Port Blocks

Here’s a common gotcha: most VPS providers block port 25, the default for SMTP, to stop spammers. You’ll need to check if it’s open or use alternatives like port 587. Contact your provider to unblock ports if needed, but be prepared for some back-and-forth.

If ports are a hassle, there’s an easier way we’ll cover soon.

Making Emails Trustworthy

Even with an MTA and open ports, email servers are suspicious. They’ll reject or spam-flag your emails unless you set up authentication:

  • SPF: A DNS record that lists which IPs can send emails for your domain.

  • DKIM: Signs emails with a cryptographic key to prove they’re from you.

  • DMARC: Tells other servers what to do if authentication fails.

These are set up through your domain’s DNS provider. Tools like MXToolbox can help you verify everything’s working. Without these, your emails are like strangers knocking on a door—nobody’s letting them in.

The Shortcut: SMTP Relays

Running your own mail server is a lot of work, like cooking a gourmet meal from scratch. A simpler option is using a third-party SMTP relay like SendGrid, Amazon SES, or Mailgun. These services handle ports, authentication, and IP reputation for you. You just plug their credentials into your app’s email settings and start sending.

Relays are often the go-to for production apps because they’re reliable and save you from playing whack-a-mole with deliverability issues.

Leveling Up Your Skills

You didn’t know this stuff off the bat, and that’s okay—email setup is a learned skill. To get better:

  • Practice: Set up Postfix on a test VPS and send emails. Try configuring SPF and DKIM for a test domain.

  • Read: Check out Postfix docs, DigitalOcean’s email guides, or SendGrid’s integration tips.

  • Logs: Get cozy with /var/log/mail.log. It’s your map to fixing issues.

  • Relays: Experiment with a service like SendGrid to see how it simplifies things.

  • Mentorship: Pair with a senior DevOps engineer for config reviews and weekly check-ins.

To fix the immediate issue:

  1. Check if an MTA like Postfix is installed. If not, install it.

  2. Verify SMTP ports are open. If blocked, contact your provider or use a relay.

  3. Test sending an email and check logs for errors.

  4. If it’s still broken, set up a relay like SendGrid for a quick win.

Wrapping Up

Sending emails from a VPS is trickier than it looks, but it’s a must-have skill for DevOps. By understanding MTAs, port blocks, authentication, and relays, you’ll get those emails flowing and avoid future headaches. Got any email horror stories? Share ’em below—I’d love to hear how you tackled them!

Image by pexels.

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Written by

Kamal Mustafa
Kamal Mustafa

I am a web developer focusing on building web application using Python and Django. Full profile on https://kamal.koditi.my/.