Prompt
How do I fix email delivery errors in my app?
Latest observation
Email delivery errors can come from a few common places: your app’s SMTP/API settings, sender/domain authentication, message content, or the recipient’s mail server. Here’s a practical way to fix them.
1) Check the exact error message
Look at the full bounce/SMTP/API response. It usually points to the cause:
- Authentication failed → wrong username/password/API key
- Sender rejected / not authorized → unverified sender or domain
- Connection timed out → network/firewall/DNS issue
- Mailbox unavailable / user unknown → bad recipient address
- Spam rejected / content rejected → message looks suspicious or domain reputation issue
2) Verify SMTP/API credentials
If you send mail through SMTP or an email service provider:
- Confirm host, port, username, and password/API key
- Use the right encryption:
587with STARTTLS is common465for implicit TLS
- Make sure the credentials are for the correct environment/account
- Rotate keys if you suspect they were exposed
3) Authenticate your domain
For reliable delivery, set up:
- SPF: authorizes which servers can send for your domain
- DKIM: signs emails so recipients can verify integrity
- DMARC: tells receivers how to handle failures
Without these, emails often land in spam or get rejected.
4) Make sure the “From” address is valid
Use a sender address on a domain you control, like:
no-reply@yourdomain.comAvoid using random free-mail addresses or an address that doesn’t match your authenticated domain.
5) Inspect your email content
Messages can be blocked if they look spammy:
- Avoid all-caps, excessive links, or trigger words
- Include both text and HTML versions if possible
- Ensure links are correct and not on blacklisted domains
- Add a clear subject and legitimate company info
- Include an unsubscribe link for marketing emails
6) Validate recipient addresses
A lot of failures are simply bad addresses:
- Check for typos
- Confirm the domain exists
- Remove hard bounces from your list
- Don’t repeatedly retry invalid addresses
7) Check rate limits and throttling
Providers may reject or slow your mail if you send too fast:
- Respect provider sending limits
- Queue emails and retry with exponential backoff
- Spread out bulk sends
- Warm up new domains/IPs gradually
8) Review reputation and blacklist issues
If delivery suddenly worsens:
- Check if your sending IP/domain is blacklisted
- Review bounce and complaint rates
- Make sure you’re not sending to old/unengaged lists
- Use a reputable email service provider if needed
9) Test from a known-good setup
Try sending a test email:
- From the provider’s dashboard or SMTP test tool
- To multiple inboxes: Gmail, Outlook, Yahoo
- Compare results to see if the issue is app-specific or provider-wide
10) Log and monitor email sending
Add logging for:
- SMTP response codes
- API errors
- Message IDs
- Retry attempts
- Bounce/complaint webhooks
This helps you pinpoint whether the issue is configuration, code, or recipient-side.
Common fixes by symptom
“Authentication failed”
- Recheck username/password/API key
- Confirm you’re using the correct SMTP port and TLS mode
- Regenerate keys if necessary
“Sender not allowed” / “Unauthorized sender”
- Verify the sending domain/email with your provider
- Update SPF/DKIM records
“Message rejected as spam”
- Improve message content
- Set up SPF/DKIM/DMARC
- Use a better sending domain reputation
- Lower send volume and warm up
“Recipient address rejected”
- Fix or remove the recipient address
- Handle hard bounces in your app
“Timeout” / “Could not connect”
- Check firewall, DNS, and network access
- Confirm the SMTP host/port is reachable
- Try an API-based email provider instead of direct SMTP
If you want, I can help you debug this faster
Paste:
- The exact error message
- Your email method (SMTP, SendGrid, SES, Mailgun, etc.)
- The language/framework you’re using
and I’ll help identify the likely fix.