Hirilonde,
I appreciate your input.
I am no true sailor, so I have the fortune of not knowing what I'm missing on a proper boat in terms of speed, performance, etc. I'll be blown away if I can get it to hold any kind of course at a reach let alone a close haul. The main purpose here is to even see if it's possible. I've already started, might as well finish.
Do you have any ideas that might make this ridiculous idea feasible?