congrats on your keen observational skills of the herd Scott!
Danny , the 144x39 I think is more of a mid-wind all around board for people our weight, prolly 13/14+ knts.
13/14 kts and below I use specialized equipment like a 158x42 MC or a surfboard type directional w/ straps.
I'm thinking that the surfboard will go upwind more and plane quicker than any twintip type board will ( from lotsa experience ).
Plus they are much more fun and will improve your skillz
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