Current behaviour

Currently, Jira does not surface mail authentication issues proactively. Admins often discover problems only after users report missing notifications — by which time significant disruption has already occurred. There is no built-in signal to distinguish between connectivity failures and authentication-specific errors.

Suggested behaviour

Add a dedicated health check in Jira that monitors mail server authentication status and alerts administrators when authentication failures occur.

This health check can periodically validate the configured outgoing mail server credentials. If authentication fails, the health check should:

• Flag the failure in the Jira System Health dashboard

• Provide a clear error message indicating the authentication failure (e.g., SMTP AUTH error, OAuth token expiry)

• Optionally trigger an in-app admin notification

Workaround

Currently there are no workaround for this behaviour.