Good stuff. I think we focus too much on the boats and their qualities sometimes...it's the people aboard and their attitude and experience that determine whether most situations are seen as dangerous or as opportunities.
Sometimes I take the boat out in fairly "marginal" weather (cold, rainy, gusty) and it's usually me and only a couple of other "masochists" out there. But I enjoy having plenty of leeway around me and I feel generally confident that I can keep the boat safe and me on the boat.
I sometimes hear the statement, after I show up at the bar with plastered hair and trailing water drops "you wouldn't see me out there today". I usually reply, "maybe not, but there was good wind, and wind makes sailboats go!"
This is forgotten sometimes by a lot of our "sailing" brethren. I will also go out in "dead air", because ghosting at 1.5 knots with all sail out on a summer's day is better than standing ashore looking at the water.