I've been having real trouble getting uploaded images/files to appear in my front page posts. Some images will show up, others won't.
Thumbnailed images will show up in the "Browse" tab and they seem to be intact when I download them from the folders via FTP so it seems like a problem in the wp system itself.
At the moment I'm using Redoable 1.2 as my theme but I'm having the same problem with other themes as well. I'm also running a whole swatch of plugins including the wpg2 bridge.
Interestingly, my download manager plugin seems to be having difficulty calling .pdf and .doc files I've uploaded as well.
Might this be an issue with binary uploads? Could it have something to do with .htaccess files?