So after replacing the cockpit drain tube https://forum.daysailer.org/forum/viewtopic.php?f=2&t=6502, and getting that to stop leaking, I went to town on all rest of the hardware that would be below the waterline. I pulled out the sump drain assembly put a new washer in and coated with sealant. I pulled out the bottom gudgeon and sealed the screw holes, as well as the traveler ring screws and sealed those as well. I took it out for a couple hours after all that and when I got home and tilted the boat the drain the bilge, only a few cupfulls of water came out. As opposed to the gallons and gallons she used to make. This has been a major source of frustration. I thought that I must have messed up the centerboard cable fix, assuming that's where all the water was still coming in. I didn't realize how much could get in just through leaky screw holes.
So the transom wood is pretty waterlogged and rotted, you can see the pictures in the post I linked above. It's probably been soaking wet for years and never able to dry out fully. Pretty much everything that has a screw going through the transom turned out to probably feeding the bilge.
Anyway it's so nice to not be leaking like sieve anymore. Thought I was just going to have to live with it.