Try loosening the wing nut a little then tighten the opposite screw just a little. Then try tighteng the wing nut again. It could be that clamp is really not tightening like it seems with wing nut. If you look at clamp you will see what I am talking about. Yes you can push and pull at same time. I fish from a stick steer and anyone that fishes with me fishes from side or rear of boat. Most times they catch as many as I do.