One thing I would do is Delete all of your Artwork in Rekordbox, it just stalls your wi-fi speed between the R1 and your Ipad or I phone when trying to load your playlists or individual tracks from the Usb stick on your player,
Secondly, it seems like that it is bringing up hidden flies on your Usb stick that have been tagged by Rekordbox previously, reformat your usb stick back to default, this should then remove all hidden files giving you a fresh start,
Hope this helps,
Adrian.