Reply To: I discovered a rig parenting issue I can’t seem to resolve…

Little human survived.

Here’s the issue.

That bone should be at the bottom of the geo you want to deform. Otherwise it will squish to that point.

It’s easy to fix, just reposition everything correctly in edit mode, then make sure you reset that stretch to constraint otherwise it’s going to start stretching when it’s at its default position.  (Reset in Pose Mode)

Hope that sorts you out