I really like the idea of using the media library to manage images and then using the [gallery] shortcode.
I installed Cleaner Gallery which helps a lot to fill in the shortcomings of the shortcode, but I’m having the same issue as above.
Sometimes when I upload a batch of images within the post it doesn’t get attached to the post’s gallery so when I go to use the shortcode nothing appears.
There’s no way to attach the images to the post through the media library, so I have to delete the images and try uploading them again and hope they get attached properly. I think if WordPress expects the media library and gallery codes to be a standard function they need to patch some holes before people can use them consistently.