Hello Zach, like Bryon Toss, I am not a fan of twin backstays. I’m OK with a split backstay to the hull but I have no intention of doing that.
I am 100% confident in the original rig, though I have made a few simple modifications: My backstay is 5/16”. My boomkin stays are 5/16”.
My hull chainplates for the boomkin stays are 2” X 1/4” and mounted with 1/2” bolts. These bolts have been repositioned 4” higher on the hull.
My SS cross piece is custom and heavier duty. Potential problems are solved.
My boomkin, bowsprit, rudder cheeks, and Samson posts are all 30 years old and look like brand new. With gloss varnish. Combined, the maintenance equals approximately 6 hrs per year.
The tiller is original and receives about 2 hrs a year.
An answer to a question not asked here concerns the W-32’s helm. I have a full length standard boom with a maxed out Mainsail. I have NO weather helm issue. BUT. Long ago I re-raked the mast to bring the mast head 4” further forward. Problem - if any- solved.
When looking for a used W-32, I would not discount one with the wood extensions. If those parts are bad they can be easily replaced.
As regards other modifications: the hull to rudder fairing is the best thing you can do for yourself . In current dollars it will cost about $1000 in materials and about 10 man days of labor.
The next best modification would probably be to glass over the hull to deck join, after removing the cap rail (and leave a trim piece on the outside). Also, take note, this stuff is my opinion only. Take it accordingly.
Good luck, Dave
Westsail Owners Association - Twin backstays on WS32
Note: I've added 2 links to the Members' Area (paying members), forum members will not be able to see these pages. Jay Bietz