Neal-
My boat is hull #191, and was also made in Carolina. But my boats previous owner damaged the rudder and had it replaced prior to my purchase. You mentioned you have a pintle slot in your rudder. I don't think that slot came with the original rudders, particularly our vintage. I've posted a picture of my rudder, which shows the that same slot and the remnants of my skeg. Without a skeg, and with that slot you're almost guaranteed to snag anything..... another reason a skeg is highly recommended.
I bought my new skeg from Tartan last Fall and it looks just like yours. At that time I removed my pintle and the remnants of my skeg, and found that the skeg didn't fit like a glove like I had hoped. The vertical slot that overlaps the rudder appeared to be slightly narrower, and the mounting flange at the top of the skeg was much narrower than the flange surface on the hull. That didn't surprise me at all because the previous year I had to remove the skeg to repair the pintle. The boat yard that replaced the rudder for the previous owner did a horrible job, and many things were done wrong. The least serious issue was that the skeg hadn't been attached correctly, the fit-up was poor, and all was hidden by a lot a fairing compound.
I did a dry fit-up of the skeg to the hull last fall with the pintle removed. I held the skeg in place with a floor jack. When I was happy with the a fit-up, I took a can of black spray paint and sprayed the bolt holes from inside the boat, which left 4 nice black circles where the pintle bolt holes need to drilled on the skeg mounting flange. The bolts are 1/2". I can't recall exactly the size of the holes I drilled but they
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2014-07-25 11.59.11 - Copy.jpg [ 1.65 MB | Viewed 0 times ] were probably 3/4" or 7/8" to allow some play during final fit-up.
After the skeg is installed, I'll do my final fairing. It'll need a lot of filler, but it's not structural, just aesthetic.
Hope this helps.