I've always thought someone should invent a siphon starter (who writes syphon anyway? Oh, that was me). It would be two flat wheels in a frame that clamp over the flexible tube so that they flatten the tube between the wheels. You put it on at the top near the racking cane and pull it to the bottom. As the flat part moves to the bottom, it will pull liquid with it - much like a peristaltic pump. It should make siphon starting pretty easy.
Well, I guess I just invented it. OK, somebody should make it.