I use the Media Library a lot because I upload a lot of photos to my blog. I've noticed that WordPress is having some problems with larger albums (more than 60-70 photos) - I often get an error on 1 or 2 photos while they are uploading.
While WordPress is "crunching" a photo something happens and an error is displayed in red, bold text: "...Please try again later. [Dismiss]" where the photo is in the list. At the top, above "Choose files to upload" it says in red text "IO error.".
It would be great if there was a retry button for each photo that had an error. Then the photos would be placed in the right order - because when I try uploading these photos (that resulted in an error) they are placed at the end - out of place.