Looking really good, love the arial vew, has the kipper had a new paint job, it looks like a different colour since I last saw it when I delivered it to Scotch Corner for the new owner.
There should be a picture somewhere of 2642 on it's tail on the beach at a Nationals getting a case repair. I think Kipper had floor hatches that leaked a bit, so it might be worth looking at that.
A gybing strop can help get the boom across, and can also help in the lighter stuff to pop the battens. It can also help for the helm to preset the jib onto the new side before starting the gybe, then the crew can concentrate on getting in quickly. If you can get the main across before the boat looses speed it is so much eisier, steering an S so after the gybe you are sailing deep gives you some time to sort things before the crew goes out and you load everything up.