Re: Oughtred Lee Board Design
I've used the leeboard with a line type, and on an Oughtred MacGregor sailing canoe, no less. I found it to be it no more or less utterly loathsome, vile and disappointing in practice than any other sort of leeboard. 
Certainly I'd start with that. It will leave fewer scars for you to have to cover up than any sort of bracket or pivot mechanism for when you upgrade to a daggerboard or centerboard.
Amphibious Macroplankton Oughtredia doublendus
Mostly found frequenting the littoral and estuarine zones in the southern half of the Salish Sea, though sightings have been recorded both north and south of this area, and occasionally, but rarely, inland, in freshwater environments. This species lives on micro-brewed beer and dutch-oven biscuits,and displays brightly colored nylon and gore-tex plumage during the rainy season. Approach with caution!