Outlook-Specific Email Troubleshooting Guide Print

  • 0

This article covers email issues specific to Microsoft Outlook when used with A7 Host email services. Outlook behaves differently from other mail clients and is a frequent source of configuration-related issues.

Use this guide before opening a support ticket.

Client Area & Support
https://www.a7host.com/billing

Supported Outlook Versions

Supported with limitations

  • Outlook 2016 (Autodiscover works)
  • Outlook 2019
  • Outlook 2021
  • Outlook for Microsoft 365

Not supported

  • Outlook.com webmail (Microsoft-hosted service, not a mail client)

Newer Outlook versions do not fully support Plesk Autodiscover and often require manual configuration.

Outlook Autodiscover Limitations

Modern Outlook versions route account setup through Microsoft proxy servers.

  • Autodiscover may fail silently
  • Outlook may force incorrect server settings
  • Outlook may ignore valid DNS records

This behavior is expected and is not a server issue. Manual setup is often required.

Required Manual Settings for Outlook

Incoming mail (IMAP – recommended)

  • Server: a7host.com
  • Port: 993
  • Encryption: SSL/TLS
  • Username: full email address
  • Password: email password

Incoming mail (POP3 – optional)

  • Server: a7host.com
  • Port: 995
  • Encryption: SSL/TLS
  • Username: full email address
  • Password: email password

Outgoing mail (SMTP)

  • Server: a7host.com
  • Port: 465
  • Encryption: SSL/TLS
  • Authentication: required
  • Username: full email address
  • Password: email password

Do not use ports 25 or 587 unless explicitly instructed.

Issue 1: Outlook Keeps Asking for Password

Most common causes

  • Username is not the full email address
  • SMTP authentication is disabled
  • Cached credentials stored in Windows
  • Incorrect port or encryption

Steps to fix

  • Confirm username is the full email address
  • Enable SMTP authentication
  • Remove saved credentials from Windows Credential Manager
  • Restart Outlook after changes

If repeated prompts continue, remove and recreate the account.

Issue 2: Can Receive Email but Cannot Send

Common causes

  • SMTP authentication disabled
  • Incorrect SMTP port
  • Outlook using different credentials for outgoing mail

Checklist

  • SMTP authentication enabled
  • SMTP port set to 465
  • Encryption set to SSL/TLS
  • Outgoing username matches incoming username

This issue is not caused by SPF, DKIM, or DMARC.

Issue 3: Can Send but Cannot Receive

Common causes

  • Incorrect incoming port
  • POP3 downloading mail to another device
  • Firewall or antivirus interference

Checklist

  • IMAP selected instead of POP3
  • Incoming port set to 993
  • SSL/TLS enabled
  • Webmail checked to confirm messages exist

If messages appear in webmail but not Outlook, the issue is client-side.

Issue 4: Automatic Setup Fails

If automatic setup fails

  • Cancel the setup completely
  • Do not retry automatic setup
  • Use manual account creation

Manual setup steps

  • Select “Manual setup or additional server types”
  • Choose IMAP
  • Enter all server details manually

Repeated auto-setup attempts often lock Outlook into incorrect settings.

Issue 5: Certificate or Security Warning in Outlook

Common reasons

  • DNS changes not fully propagated
  • SSL recently enabled
  • Incorrect server hostname

Resolution

  • Ensure server is set to a7host.com
  • Allow up to 24 hours after DNS or SSL changes
  • Do not permanently accept certificate exceptions

If warnings persist beyond propagation time, contact support.

Issue 6: Outlook Sends but Emails Go to Spam

Important clarification

  • Outlook does not control spam filtering
  • Receiving mail providers decide inbox vs spam

Outlook-specific factors

  • Empty subject lines
  • Poor HTML formatting
  • Excessive images or signatures

Required checks

  • SPF configured correctly
  • DKIM enabled and passing
  • DMARC present
  • Clean, professional email content

Spam placement is not an Outlook malfunction.

Issue 7: Outlook Worked Before but Stopped

Common triggers

  • Password change
  • Outlook update
  • Windows update
  • Domain renewal or DNS change

Resolution

  • Re-enter the email password
  • Verify server settings
  • Remove and recreate the account if needed

Issue 8: Outlook Shows “Cannot Connect to Server”

Possible causes

  • Incorrect port
  • Firewall blocking SSL
  • Antivirus email scanning interference

Actions

  • Confirm ports 993 and 465 are used
  • Temporarily disable email scanning in antivirus software
  • Test connection from another network

If the issue affects all devices, contact support.

When to Contact Support

  • Manual setup fails using correct settings
  • Authentication fails across all devices
  • Server connection errors persist
  • SSL warnings remain after propagation
  • Sending is blocked by policy errors

Support portal
https://www.a7host.com/billing

Information Support Will Need

  • Outlook version
  • Operating system version
  • Exact error message
  • Screenshots of server settings
  • Whether the issue affects sending, receiving, or both

Best Practices for Outlook Users

  • Use IMAP instead of POP3
  • Avoid repeated automatic setup attempts
  • Do not mix POP3 and IMAP on the same mailbox
  • Keep Outlook updated
  • Avoid bulk sending from Outlook on hosting email

Was this answer helpful?

« Back