Automatic Job Queue Entry Restarter
It is possible to activate job queue entries that have encountered an error, automatically by adding the Codeunit shown in the image below to the job queue entries. It has ID 10042174 in the AppSource version, 88104 in the Cloud version and 10040174 in the OnPrem version.

To further monitor job queue entries, it is possible to register an email address on them (optional), which will be sent a notification if the Codeunit above attempts to restart the job queue entry.
Example of notification sent via email:

Note that for the email to be sent, a default email must be set up under Email Accounts.