Troubleshooting Connection Issues

Last updated March 16, 2026

When the mailbox does not connect

MailDesk shows you the connection status of each mailbox. Here are the most common problems and their solutions.

"Authentication failed" / Login failed

  • Gmail: You need an app password, not your normal Google password. Create one at myaccount.google.com → Security → App Passwords.
  • Outlook/M365: Check if IMAP is enabled in the Admin Center. If MFA is required, you need an app password.
  • General: Check if the username and password are correct. Some providers use the full email address as username.

"Connection timed out" / Timeout

  • Check if the IMAP port is correct (993 for SSL, 143 for STARTTLS)
  • Make sure no firewall is blocking the port
  • Test the connection with the "Test connection" button

"Certificate error" / Certificate error

This indicates an invalid or self-signed SSL certificate. Contact your email provider to renew the certificate.

Mailbox was connected, now no longer

Most common cause: The password was changed or an app password was revoked. Update the credentials under Settings → Mailboxes → [Edit mailbox].

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