I uploaded 320 images in a post throu WordPress embedded flash uploader.
Apparently, there is a limit of # of pictures that kills the whole "Gallery" tab in the "Add an image" link.
I checked old posts with few images in the same site, and the gallery link was actually there and working!
Anyone knows if this is a bug ? If there is actually a limit on total number of images ? Sadly the codex doesn't say anything about this.
(If this can help, all images are 1680x1050, between 1 and 2mb. I can insert pics in the actually post with no problems at all.)