Originally I believed I would simply buy an older long term cruising capable boat that fit at least my minimum criteria and give it a good refit, but discovered that there are few designs out there in the 35+/- foot range that suit enough of my criteria for me to be happy with, number one being headroom. I start seeing more suitable boats in the 40+ foot range but that is more boat than I need or want.
Due to my professional background I have a better idea of the scale and scope of this kind of project than the average neophyte so I know better what I am getting into. My free time is my own, as is my disposable income, so personal life conflicts will be negligible. Additionally, for the next 3-4 years I will be stuck here about 400 miles from the nearest saltwater with few sailing opportunities that don't involve sharing water with multiple power cruisers so I have very little interest in building a weekender that I will not have much use for. And I don't golf.
While it is true that I have zero boat building experience and definitely insufficient woodworking experience, I am mechanically inclined and good at spatial concepts as well as thinking several moves ahead in a project. Because of my lack of woodworking experience my plan is to practice new techniques with cheap lumber before applying them to boat appropriate materials. Also, I do have access to people with considerable experience for help and advice as needed.
While I have never worked with any kind of boat design before, I do have experience in designing stowage/securement plans for bluewater barge work as well as design experience with heavily loaded temporary structures under seismic loadings whose accelerations are not at all dissimilar to those found at sea. Obviously I have zero experience with center of effort or buoyancy calculations but I do know enough to recognize boat design intent in various structural members and connections.
To summarize, while this may be a new type of endeavor for me, my eyes are wide open - I am not some accountant who cannot tell the difference between a jigsaw and a miter saw, or uses his brother-in-law's borrowed wrench (spanner) to stir paint with. Yes Mike, I am talking about you! ;-)
That all said, I most definitely appreciate advice and tips from those with actual experience, and am now looking at dinghy designs.