Repeated password prompts usually indicate an authentication mismatch, incorrect server name, cached old credentials, or an SSL and port mismatch.
Common symptoms
- The client accepts the password and prompts again
- Incoming works but outgoing fails
- The problem started after a password change
Troubleshooting steps
- Use the full email address as the username for both incoming and outgoing mail.
- Verify the mailbox password by logging into webmail directly.
- Confirm you are using the correct secure ports, such as IMAP 993 and SMTP 465 or 587 where applicable.
- Update both incoming and outgoing saved passwords in the mail client; many clients store them separately.
- Remove and re-add the mail profile if the client continues using stale settings.
Additional notes
- Autodiscover can import outdated server names after a migration.
- Some mail apps silently keep an old SMTP password even after the IMAP password is corrected.
When to contact support
Contact support if webmail works but the configured mail client still cannot authenticate with correct settings.