To address some random comments, in no particular order.
No coolant and oil mixing at this point.
I won’t sell it without disclosure.
I know about the threads pulling and the most reputable fix seems to be the stud kit sold by Northstar Performance. I think the kit is like $800. Which is why I was wondering about doing it for a total of $1200. Because I would need gaskets, fluids, and other misc parts. I’d probably put a water pump in at the same time.
Yep, I know the proper way is to drop the engine and transmission out the bottom. Although there is a long youtube video of a guy doing it from the topside.
Hood damage is pretty minor. I’ll try to get a picture of it tonight. Maybe I could find a used hood that would match the color of the car.
I do like the idea of doing a cylinder bleed down test. Perhaps if it is the front head, I could do it top side without too much hassle and without dropping the drivetrain out the bottom.
I think my next plan of attack is to watch a bunch of youtube videos and browse/post the Caddy forum. That might help me decide.