I have stumbled upon a weird behavior in WP and not sure if it's me or WP at fault!
On a new installation of WP with 2011 as theme I have created a new post and inserted an image into it. Then went to media library and edited the image to rotate it 90 degrees. After hitting save and update media buttons all seems to be OK but when I get on the home page the thumbnail still shows the initial image! Initially I thought that it needed to regenerate the thumbnails so I have installed AJAX Thumbnail Rebuild and ran it but with no results... After a bit of digging I realized that WP had created a copy of that image with a random string added as a suffix and used that to display within the single post view but on the archive view and home page it is still using the initial thumbnail!
Can anybody replicate this? Do you guys have any idea to what is happening here? My guess is that it has to do with WP's way of keeping a history of edits for that image... Would there be a way to disable the edit history to see if it works after?