Where do you sail
This boat is so easy to sail, it practically comes from the factory ready to sinfle hand. Unless you are planning a solo trip across one of the great lakes, or serious coatal cruising, I'd skip the $$$ on upgrades and save it for your next boat. I have sailed, this boat single handed in some serious inland blow's but the cockpit is so close to everything, yo can be on the bow in a flash to raise/ lower the jib, and back before you noticeably change course. Same with the main. You can furl the main without leaving the safety of the cockpit/cabin, and hoisting happens so quick, I question the need. I don't think Ive ever even used the winches! Good luck in whatever you decide!