Thank you for this. I agree, I get my head in the boat quite a bit, sailing to VMG sometimes instead of using tell tales that are telling me I'm pinching. I find it hard to resist pointing up to 30-32 degrees apparent and watching the VMG number climb climb climb...(note, I'm in a Pearson 26, the 30 degrees is way high for me I believe....maybe if my sails are trimmed perfectly with the deepest draft forward a bit)
I've recently invested in stripping and fairing the keel, I put burnishable hard ablative bottom paint on her, and a new 155% G1 sail from Fries Sail Design. I might go for a #3 sail but other than that I'm feeling fairly good about the sail inventory.
I do think I'm trying to make up for my lack of sailing knowledge as far as sensing headers and lifts goes, with my engineering ability...I do need to learn to sense the puffs, lifts, headers, you name it....and spend more time on the course head into the wind to try to time the wind phase shifts...that's the real goal for me...I'm trying to play the conservative game of sailing to lay line percentages and tacking only when an advantageous wind phase is present or another good tactical reason to tack.