Stephen,
It'll help a whole lot with the images if you'd use a caption with them. (You have to type in what the photo is about.) It's an odd deal but, in the Attachment Manager, first box, you need to describe what the photo is (caption or tag) FIRST before you drag in or paste the image in to that box. As soon as the image has peculated in the box and is all *there*, as you have seen I'm sure, it automatically drops down to the stack at the bottom.
For some reason (an issue with the UBB program apparently), if you don't name an image, the image takes the caption from any previous image in the thread.
If you forget, it's very easy to delete from the bottom stack and try again, without saying the whole "session" is done.
Hope this makes sense. Not much about "Attachment Management" makes sense but we're all doing the best we can.
Thanks.