INetRoadKill, I guess I just have to ask, what the heck are you doing?
On one hand you are mentioning exotic multihull hull forms that are best suited as power driven commercial craft and in the same post you mention what I assume is "Skene's Elements of Yacht Design
"? These are such far extremes of thinking that I am perplexed when you say "sketches I made for a 38ft has very little overhang." In other words, are you attempting to design a boat? And more to the point, are you attempting to design a boat that you plan to build?
And if you are designing a boat, are you designing a multihull, or a planing boat, or a semi-displacement monohull?
I only ask because the weights and drafts that you are throwing around while mildly heavy for a monohull are dangerously heavy and deep fopr a multihull and are way too heavy to every get up on a plane under sail.
And there there is Skene's. Skene's was published in a number of editions over close to a 100 year period and frankly was outdated decades ago. Its not that the most recent versions aren't useful as reference tool, but so much has been learned about motion comfort and seakeeping that it is not all that useful as a design textbook.
And that gets me to my point of asking if you plan to build what you are designing. Traditional hull forms and rigs were pretty easy to design. Its not that bad designs weren't done, but frankly it was easier to get it right if you spent some time looking at what had been done before, did your calculations rigorously and paid attention to your drafting. Modern designs, whether they are multihulls or monohulls require a lot more skill to design. They are just plain less forgiving and so if you really plan to design a boat that you plan to actually build, I suggest that you look into WESTLAWN Instutute of Marine Technology, Westlawn Institute of Marine Technology
because whatever one of their courses cost it is way cheaper than building a not all that well designed 40 plus footer.