The shorter belt looks like it's working much better. I will say when I had Hydroboost on my TJ, it was a pain to bleed. Glad I had it for my Kubota setup, but now that my TDI has it's own vacuum pump, I'm not upset to be back to a vacuum brake booster for my setup. That being said once the Hydroboost setup was bleed properly, it worked flawlessly.
I need to look into getting a custom radiator like yours, the factory radiator on mine is barely keeping up. I have a warning light on my gauge to come on at 220° for my coolant and I keep seeing my temps hit 219° on the gauge, but never 220°. I don't like how close my margins are currently, I have no gear or weight in and on my TJ yet, so I know I'll go past the 220° once I do.
Good luck getting everything wrapped up in time!
-Grant