
Re: longboard tacking difficulties
I agree with the guy who agrees with me

If your clew length is short for the lenght of the board (which is long I understand), then the center of effort is close to the mast and not at the back.
Anyhow, try the extreme far back on the track, see what happens. Make sure enough wind to carry the momentum. Sink the leeward rail with the toes as you turn.
'luck.