[SLESTAK75]

That 14-39 gearing sounds pretty danged aggressive to me. Unless like you said the internals are high. One thing I can see ( not sure how much this will affect it ) But with the 2000rpm clutch springs the clutch wont hold on as long, as your speed and rpm's diminish on the hill. The taller rear tires also "raise" the gear ratio. If you have the stock wheels/tires, switching back to those might give you all that you need. If you make the 39t larger or the 14t smaller you will get more pull at the cost of top end speed, or you could see what your internals are and change them accordingly. The other alternative is to go big bore.