couple things here. holding the pedal down would imply you require more throttle and maybe the jeep wasn't in its optimal power band (HP)? glancing at the pentastar chart this would appear to be true and you were asking a lot from it at that RPM. i dunno, spit balling here.
not wanting to hear the engine working harder than it should? isn't that what a supercharger basically does? i also don't see how you could cruise at 75 mph at 2k rpms. my jeep stock had trouble maintaining 75 because in 6th gear because the RPMs were so low.
now yes, in NJ, you better be driving fast to survive on the highways and i bet it sucks.
anyway a lot of this is circumstantial and i have to agree with snarf, drive what feels best. clearly with your setup 4.56 drives best. it would be very hard to duplicate that as i don't know anyone in person that has a turbo or super charger. and maybe you can get away with 4.56 on 37s BECAUSE of the super charger ... or if you have a free RIPP supercharger i would be happy to be a guinea pig
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