I suppose the “gymnastics” could be to import the SketchUp model into a LayOut 2D-document and then export it from LayOut to pdf. When the SketchUp model is changed I think there is an “update” function in LayOut, after which it is just to export to pdf again.
But my real question here is: As SketchUp and LayOut users - do we really need Bluebeam at all, does it add anything usable to our work flow?