NY Sail - consider Asymmetrical vs 150 or 140
If you're leaning toward a sail, at least give some consideration toward an asymmetrical because they are fun. And you did say you like performance, right?
My reasoning: changing sails on a 36-footer is not all that much fun and as the years go by they become less fun and more work. The sails are large (this isn't your teenage daysailer anymore), bulky, take up precious room on board (where will you stow it), and dropping one sail while underway, bagging it, then hoisting the replacement with it's luff tape up the grouve on the furler with the attendant need to feed it by your wife while you hoist the jib halyard with the boat on autopilot.... well, just visualize it.
Plan B: Asymmetrical. Now these come in different cuts from the get-go. You can get close reachers to broad reachers, from really light weight for light winds to heavier stuff for the stronger winds. Free-flying - just roll up the working jib and no feeding of the luff-tape. Douse it by blanking it with the main and furl out the jib and you're good to go.
Pick a type and weight according to the conditions you'd like to fly it in. They tend to have good resale value because they will fit more boats than a jib will, should it come time to sell it.
Plus, it would tend to be used in lighter wind conditions which would probably please the Admiral more.
Still has to be stowed but so would any other sail that you get, but special note: it doesn't have to be folded!!! (save work)
Now one more comment: re the prop option. I mentioned about the higher sailing angle but this didn't seem to be picked up on by the sail lovers. This is highly important plus. Figure a fixed blade will give you a TRACKING angle of about 45 degrees to the wind while a low-drag prop will give you, say, 40 degrees. That, sir, is 5 degrees to the good! AND, if you order now and mention this channel, we'll throw in the higher boat speed for FREE!
You're from NY, right??? Okay, here it is, "Such a deal." Because you're a member of this board and because you're a sailboater, (following said in a hush voice), and... you're from NY, for you, and because I think you're such a nice guy, I'll throw in this one-time-only special .... are you listening?,.... you can use these benefits ... ALL ... the time! Get that? A-L-L the time!
Better boat speed, higher tracking angle, and use ALL the time....What's there not to like? Now what do you say?