@maclean525 -I might have an answer for - the My Library section actually gets its list of files from the index created on your hard drive when you first plug your drive into the Pogoplug. Looking at the root you're to list the files on the drive directly, but the media stuff needs to be scanned and cataloged, ID3 tags from your music, exif data from your images and thumbnails need to be ingested and created :). That can take some time if you've got a sizable media collection

Good to hear the process went smoothly!