I note Annie's desire for some feedback from other members. I am not going to endorse any particular entrant to this challenge, but note with interest the different approaches to meet the design criteria. I am not qualified to make a mathematical assessment of any particular design, but a lifetime of sailing, and studying successful designs has given me an eye for what's needed.
Some general points. Firstly, despite Annie's understandable wish to restrict the draft to 2 feet, I think all designers need to bear in mind that Annie has also stated a desire to go cruising in this boat, not just potter around in sheltered waters. By cruising, I'd hazard a guess that Annie will be satisfied with making coastal passages between Auckland and Whangaroa. She will pick her weather and most likely never face a severe gale with dangerous seas, but one can get caught out and the boat needs to have sufficient stability and lateral resistance to sail itself out of trouble and the ability to recover from a serious knockdown.
To that point, given shallow draft, the boat needs to have high freeboard amidships, with a good radius to the deck, to make the boat unstable when it has gone beyond its natural righting angle, and sufficient fixed ballast to bring it back onto its feet smartly once it does start to recover. Whether one can achieve this with 2 feet of draft I'll leave to the mathematicians. I think it is possible, with sufficient ballast ratio and displacement.
Rudders on such shallow boats offer their own challenges. There are only three ways to go. You either have a hinged rudder, or one that slides up and down inside its own case, as many trailer-sailers do, or you go for twin rudders. Twin rudders can be a lot smaller, not just because there are two of them but because the leeward one, when sailing with the wind forward of the beam, is deeply immersed and, if canted, can offer a better angle of attack. Getting the feel right, as I discovered on my previous yacht, is a challenge in itself, requiring delicate foil shape and making them toe in a little. One thing they may not do, if they are far enough apart to be effective, is allow the boat to lie over on one bilge for easy access to the bottom, although possibly, if they are canted out sufficiently, the boat may lay over somewhat, with the lower rudder in a vertical position. If not, you are going to sit upright on those rudders and it might make sense to incorporate small skegs to take the strain. For lying over gently on one side, to avoid slithering around on one's belly scrubbing the bottom, the hinged or lifting rudder might work best. They can be engineered well. A deep, single rudder, combined with a deep bilge board or leeboard, will give the boat the sweetest handling characteristics. I like the idea of twin rudders myself, with stout skegs to let you sit comfortably upright, indeed live aboard dried out comfortable upright, and to hell with slithering around in the mud! Just slip the boat once a year and hang the expense. An added advantage of twin rudders is that you can sail with the boards up, if sailing in thin water, with some loss of efficiency.
Lifting (as opposed to hinged) asymmetric bilge boards seem to be a tidy solution to gaining lateral resistance, though one does risk damage to the case in the event of accidental groundings on hard bottoms. Leeboards will just swing up, offering a useful built-in depth sounder, but you really need to haul up the windward board to avoid excessive loads on the hinges, which can be a pain when one is short tacking short-handed. Hinged bilge boards, as on Tystie, are perhaps the best solution but will take up an awful lot of space in a small boat. Asymmetric twin keels can be effective but, to be so, they require more draft than this commission allows. I don't see a solution here that does not involve some compromise. In the end it will come down to individual preference.
The rig is another area where individual preference will be a dominant factor. The cambered Van Loan rig will work very well, with minimal loads on it, though my experience with a reasonably high-AR version of Arne's cambered HM sail, with the intermediate panel giving three, flattish fanned panels in the head of the sail, strikes me as the best junk rig development yet seen. The top three panels make a terrific heavy weather rig and I am of the opinion that they are superior in these conditions to the Van Loan design.
Well, I guess that's enough cats in the pigeon house for now!