Garry Bargsley wants the buck to stop somewhere:
Did you know it is possible for SQL Server Agent to alert you of problems if something goes haywire with your Agent? Have you ever had an issue with Alerts not being sent after critical events? Then you might need to configure the SQL Server Agent Fail-Safe Operator to save the day. A Fail-Safe WHAT you might say?? This is a special SQL Agent Operator configured in the SQL Agent Alert System in the chance any of the following situations occur.
Click through for the situations as well as configuration steps using Powershell + dbatools.