2.4.2 by the way.
So I'm working on a bit of a hack, and it works. The thing is to test the hack I needed to have a blog with a mix of posts that have linked images and posts that don't. So I started working with the linkblog blog in a default installation. At first I added a new post with a linked image and got all the proper sizes for my file manager and skin and sidebar feature. I then went on to test a detail about the hack: will it get the right number of linked images from a set of mixed posts?
To do this I uploaded 3 random images, then edited 3 of the existing posts in the linkblog and linked an image to them. When I visit the linkblog my sidebar shows the proper size image that I want, but the post itself shows the 80 by 80 thumbnail. Interesting data that might help resolve this issue is that the image properties shows a kinda strange path.
Oh snap! I'll post this, but since I'm seeing this on what now counts as a hacked installation it is very possible that the "bug" was self induced. I got some stuff to do but later on I'll undo all the hackage and test again.