@JuhaW : I spent some time testing the most recent version and I see that you handled the exception errors, very nice !
Besides that, as I was using the workflow it became clear that Empties are “cleaner” than mesh models when it comes to pointing to an external reference for Simple Deform. Therefore I think that the extra steps of creating an Empty at the location and orientation of the currently selected model, selecting this Empty, and rotating it around its X, Y, or Z to control a second bend could all be integrated into the panel as well - as shown in the following image. What do you think ?

I must say that I cannot imagine working without this Local Rotation tool from now on, as it really proves out to be such a huge time saver. I can’t wait to use it extensively on my current projects and I’ll definitely record some footage of it to show how useful it can be !
@Ricky : if I am not mistaken what you describe sounds like a completely different thing altogether … Maybe that would deserve a dedicated thread ?