@tacopirate I totally agree with you on sailing being an art. The rawson sails well. The fastest I had it was 7.5 knots close hauled way over canvassed and pushin' it in a blow, 12 knots down wind with a following sea. The boat was just screaming, full sails up. I got caught out alone in the Strait of Juan de Fuca, and did not feel in danger. Even in 6ft of waves with the occasional breaker, she was well mannered considering. Ideally, I would not like to run that hard for fear of over stressing, or breaking things, but I wanted to see what she was capable of. I knew I was going to have to raise more sail after I got through the straight, and just felt it was worth picking up a few pots and pans rather then heave -to then dick with a sail change or reef. It takes a bit to get her moving, but when the wind picks up the decks and cockpit stay dry, and she is well mannered. She has a bit of weather helm. The sails are fine for around here, but too poor of shape for voyaging. Soon as tropical sun hits them I suspect the thread will just pack it in. rigging is from the 80's so I am due on a full refit.
I am building an auxiliary rudder based wind vane system for self steering, and plan to modify and enlarge my current rudder or build a new one entirely. I am leaning heavily to converting the boat to a cambered panel junk rig, unless someone can convince me that I could outfit my boat to a cutter for less. The junk rig is very appealing to me because I am paranoid about rigging failure, and trust my skills to install an un-stayed mast. The whole junk rig is DIY friendly, which means parts are available every where in the world. The ease of reefing, tacking, and gybing, are all appealing to me. I am trying to keep the costs to a minimum, but I do not wish to sacrifice safety. My boat is a cruiser, and thats what it was intended for, I doubt I will loose much performance since my sails are old any way. I guess I am just sort of weird, so I like weird boats.
If I did just decide to re-rig the standing rigging, I would consider this method -
https://www.riggingdoctor.com/life-aboard/2015/8/10/synthetic-rigging-conversion
I like the idea of eliminating the hardware. I also really think the line rigging with dead eyes would by beyond sexy on my boat

Then I would have to build hardwood deadeyes, rope stopped blocks, and attach everything with lashings. lol... boats...