Troubleshooting email problems

A guide to diagnosing common business email problems (from messages going to spam to configuration issues) and knowing when to ask for help.

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5 min read
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Beginner
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Email problems can range from minor annoyances to business-critical outages. This guide helps you identify what's wrong and find the right solution quickly. If email has stopped sending or arriving, or you're getting bounce messages, go straight to Email not sending or receiving? for the step-by-step fixes.

Start here: quick checklist

Before diving into diagnosis, run through these quick checks:

Quick checks

0 of 6 done

  • Is your internet connection working? (Try loading a webpage)
  • Is the problem affecting all email or just one type?
  • Is the problem affecting one person or everyone on the team?
  • Have any recent changes been made? (New device, password change, platform migration)
  • Have you checked the spam/junk folder?
  • Can you access webmail? (mail.google.com or outlook.office365.com)

Saved in this browser only.

If webmail works but your app doesn't, the problem is in the app. If webmail doesn't work either, the problem is with the account or service.

Troubleshooter

Find your problem

Which kind of problem is it?

Problem: Emails I send are going to recipients' spam

This is a deliverability problem. The receiving server doesn't fully trust your email.

Common causes and fixes:

CauseFix
SPF record missing or incorrectCheck and update your SPF record
DKIM not configuredSet up DKIM signing
DMARC not configuredAdd a DMARC policy record
Domain on a blocklistUse a lookup such as mxtoolbox.com to find which blocklist you're on, then request delisting from that blocklist's own operator
Sending from a free Gmail/HotmailMove to a professional email platform
Email content triggers spam filtersReview subject line and message content

See How to improve email deliverability for a full walkthrough. For the DNS records, see SPF, DKIM & DMARC for email senders.

Problem: I'm not receiving emails

Check your spam/junk folder first. If the email isn't there, work through Not receiving emails: filters, a full mailbox, webmail, bounces and your MX records, in that order.

Problem: I can't log in

Try these steps:

  1. Confirm you're using the correct email address (the full address, including the domain)
  2. Try resetting your password through the platform's login page
  3. If two-step verification is involved and you don't have your phone, use one of the backup codes you saved when you set it up, and if you don't have those, ask your admin, who can help you get back in
  4. Try a different browser or an incognito window

For step-by-step help:

Problem: My email app (phone/desktop) isn't syncing

Check:

  1. Your internet connection
  2. Whether webmail works, if Gmail/Outlook on the web is fine, the problem is in your app
  3. Whether your password has recently changed: apps need to be updated with new credentials
  4. Whether your account settings in the app are correct

Try removing the account from the app and re-adding it. See Setting up email on your phone or Setting up email in a desktop app.

Problem: I'm getting a lot of spam

A sudden increase in spam can mean your email address has been added to spammer lists, or there's been a data breach involving your email address.

What to do:

  • Set up or tighten spam filtering in your email platform
  • Unsubscribe from legitimate mailing lists you don't want
  • Don't reply to spam. This confirms your address is active
  • Check haveibeenpwned.com to see if your address appeared in a data breach
  • Consider whether your email address is publicly listed on your website or directories: bots harvest these

Problem: My website's contact form emails aren't arriving

This is a separate system from your personal inbox. Website emails use SMTP, not your regular email account.

See Email sent from your website explained and What is SMTP?.

Quick checks:

  1. Check your spam folder for form notifications
  2. Test by submitting the form yourself
  3. Check whether there have been any website changes recently
  4. Contact Chykalophia: we can check the SMTP configuration

Problem: A specific person is never getting my emails

If emails arrive for everyone else but not one specific person or company:

  • Ask them to check their spam folder
  • Ask them to add your address to their safe senders, or ask their IT admin to allow your domain
  • Send from a different email address or client and see if it goes through
  • The problem is likely with their email provider's spam filtering, not yours

Collecting information before contacting support

When you contact Chykalophia about an email problem, having this information ready speeds things up:

  • Your email address
  • The email platform you're using (Google Workspace, Microsoft 365, etc.)
  • What's happening exactly (not sending? not receiving? going to spam?)
  • When the problem started
  • Whether it affects one person or the whole team
  • Any recent changes (new device, password change, migration)

See Info to gather before contacting support.

Common questions

My emails were fine yesterday and now they're going to spam. What changed?

Something changed in your sending configuration or reputation. Check whether your SPF/DKIM records are still in place, especially if your domain was recently updated or transferred. Contact Chykalophia to investigate.

I sent an important email and it hasn't arrived. How can I check if it was delivered?

In Gmail, go to Sent and find the email. If it's in Sent, your side accepted and sent it. Whether it reached the recipient's inbox is harder to verify: a hard failure comes back to you as a bounce message, but a message that lands in the recipient's spam folder normally produces no notice at all. Ask the recipient to check their spam folder. Website emails are different. Those go through an SMTP service that keeps per-message delivery logs, so ask us to look.

Can Chykalophia read my emails?

No, unless you grant us specific delegated access for a support reason, we cannot access your personal inbox. We can access technical configuration (DNS records, SMTP settings) without reading your email.

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