Hi mate,
I put most of my music into playlists based on Genre, Year Released and or Event being played :)
2.5tb is a solid haul of files! Looks like you have a fair bit of sorting to do lol.
What format are your videos at? for some reason all my video files (mostly mp4) "were" working with rekordbox video, and all of a sudden they have stopped showing the video, only outputting the audio :( Which doesnt help when theres Video Dj sets to be done :(