Your on the right track Moe.

I'll try to explain it all.
Cutting the shoes:: 3/8" from the pad. We're looking at a target weight of 180 (+/- a gram or 2) grams each shoe. That'll get you real close. Drill the back of the shoe to fine tune the weight. Each shoe needs to weigh the same.
How they work: front : As the motor revs up, the centrifical force pushed the rollers out. This makes the variator move thus pushing the belt out. The more throttle the farther the rollers push and the variator closes.
Rear: as the variator pushes on the belt, the rear clutch spins. At a certain rpm (stall speed) the centrifical force throws the clutch shoes out.
As the throttle is increased the front and back work together raising/lowering the ratios.
As the machine slows, the rear clutch torque spring pushes the rear clutch back together and the front apart.
Yes, you removed 2 rollers and slightly decreased top end.
I'd get 428 gearing (1987/88 LT80's). Sock is 12/26. I recommend getting a 12/13/14 front sprockets. Steel sprockets. I run #40 chain on the 428 sprockets. It's cheaper and 1/2 links are available.
The removal of the 2 rollers may be exactly what you need to run the 14 front.
Yes, I'd go to the 90 main jet.
To compliment the gearing change, the head should be shaved .030
This raise in compression will really help with getting a taller gear to holeshot.
Without porting and such a stock motor will only push just so much gearing but I think this may get you thru.
Just curious..How old/tall is your rider?