it won't tell me which songs I've already played

Both rekordbox and CDJs change the track colour to indicate a track has been played after a certain amount of time (usually 1 minute). Are you not letting the tracks play long enough? If you browse to the HISTORY folder, do you see tracks being added there?

it only aded some of them.... I did a 30 min live stream and the history is still only showing 6 tracks