I would like the same setting's rules to apply for checkpoints as they do for Programs and Courses.
When you enroll learners the current settings will apply. When you change the settings they will only apply for new enrollments.
For example: if I enroll 3 learners in a checkpoint with the setting that the evidence required to be approved by one specific individual. If I, later on, change the settings from the specific individual to manager I want the previous setting to still apply for the 3 first learners i enrolled.