Thanks for posting the respone! The Box2D integration would only really work for bounding boxes that do not scale or deform, as Brent outlined in his first paragraph. Re-creating the shapes every frame would not work with Box2D, so that's a hard limitation.
As for the vertices offsetting and chain shapes: I'm aware of these possibilities. But the issue is that it would still require me to update the vertices every frame. I'll jump into that other thread and see if I can get more ideas from Brent!