I re-drew the design today, and I have to say it looks much better balanced.

I moved the mast-beam forward 6" so the mast is sitting directly mid-ship. I moved the dagger-board aft 6". I drew the mast verticle (5 degrees of rake shouldn't change things too much and I didn't have a protractor handy), resized the mast to 25' and shortened the boom to 7'. The mainsail has a luff of 24', a foot of 6'10", and 139.99sq.ft. of sail area (aspect ratio went from 3:1 to 3.5:1, for comparison: my G-Cat is about 4:1 and a H14 is about 2.75:1). I drew the mainsail with two reefing points in it, so that makes any argument about needing a shorter mast and smaller sail a moot point.

The drawing has a 10' spinnaker pole, which is pure guesstimation (it looked good on paper) of how long it should be. The r/f reacher just needs to be under 160sq.ft., so whatever its dimensions work out to be is what will dictate pole length. I can get uber-cheap windsurfer masts at a local shop, so that's what the spinnaker pole (and maybe a righting pole so lighter crew can right the boat) will be made from.

I'm just waiting on my next paycheck (~ 7/1) to get some plywood and do some bending tests to determine what the bilge-shape can be. What do you suggest as the best plywood for this?