You may decide to execute a task multiple times if the task should be done more than once or until satisfied. For example, if an email should go out weekly to a family until the family returns their post adoption report.
This setting refers to the specific/target record, not the main record or entity, like Family, so it could be once for each PAR.
For example, an email could remind a family to send in a post adoption report multiple times, for each Post Adoption report needed.
Other tasks, like updating a field value should only be done once per record, so if they re-enter or change the received date then it won't trigger the Auto Action again. In this case, do not check the box.