said 10 months ago:
@pbcsky Hi Pat. Usually the media does import with the posts, but I have seen some instances where it doesn’t do it correctly. As far as I know, there’s not a plugin that will simplify the process – I know when I’ve imported pieces to be reused elsewhere, I’ve had to manually go through to make sure they are still dispalying properly.
The other questions is whether your new site is using the same plugins / theme as the previous site – sometimes there are options included with plugins / themes that aren’t offered in the basic WordPress setup. Hence, if you’re missing that piece, you might be missing the component that you originally uploaded your media into, if that makes sense.