The scenario is that an Agreement is created and activated by a user that subsequently leaves the company.

The Owner of the System jobs that are then waiting for say Agreement expiry or a Booking Date to create a Work Order does then not have the system permissions to run that System Job so the Background Process / System Job does not run.

Suggestion is that when the Agreement Owner is changed, any background System Jobs for the Agreement are cancelled and new ones created with the User set to the new Owner of the Agreement.

Further suggestion would be that when the re-assign records feature is used from a User record, that any System Jobs owned by that user will be cancelled and recreated with the new user.