As an update and for the record; I sent the plan to Chief and apparently I'd somehow made multiple wall layers main layers and that was not allowing the drywall wrap behaviour. Not sure how/why I did that. Seems like it shouldn't be allowed, multiple main layers?
Changing to one main layer lets it wrap correctly.
Unfortunately correcting it at this point in this plan moves everything and throws off intersections and dimensions but it won't happen again I betcha.