Welcome, @Micah_B, and thanks, @Bastien_Siebman,
I’m afraid I don’t have a solution to your specific request; I’m not sure that what you’re asking is possible with rules.
Depending on the nature of the task, I sometimes implement an alternative approach of just having a single task and tracking the history within it, either in subtasks or the Description. Then I just have a single task and maybe that allows some rules to be used or, if not, then it’s just one task to move around.
Hope that helps,
Larry