How do you move the bowsprit? and hold it down? and keep it out of the water and out of the way of the shrouds? and not break it?



if you can move the pole then I would use a spinnaker.



the difference in sails depends on how much sail in in the luff. if there is sail in the luff then it must be balanced or it breaks.(as you go up wind) a gennoa that can furl (cause no sail forward of the line from the head to the tack.) is great for going up wind on a light air day and also helps down wind on a broad reach. Cats do not go wing on wing down wind because of the shrouds and the inability to move the bowsprit to the side. if you have that figured out then with a semi spin you should kick butt down wind. other than that I have no idea what type of sail is good for all that you need.