So I live in texas and the biggest hill is the local city dump, all highways are flat and we just have overpasses. So knowing that if my buddy gets 265s will he still have to regear even if he keeps it on flat land?

For the record mine will be regeared just like my other one but he just likes the look of the lifted KJ. He hasnt even been offroad....ever

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2002 KJ Limited 3.7, 5.25" lift via coilovers, custom HD rear springs, 32.2" tires on moabs (soon 33s) 4.56/JBA diff, OX lockers front/rear, NP241OR, Parker Fab front/rear bumpers, rock rails and roof rack, Viair OBA.

2006 KJ sport 3.7, 4" Ironman lift, 32" tires, Parker Fab front/rear bumpers and rock rails.

I spent a few years in the Tacoma WA area,flat and close to sea level.I gained over 6mpg's by regearing to 4.10's with 265's.

Northwest Ohio where I spend most of my time is flat as well. Even then I couldn't maintain a decent speed without it shifting back and forth all the time. Longest couple of weeks ever until I got the 4.10s in.
So yes it will benefit a great deal

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MUDD'S MOTORSPORT'S We do IFS lift installs ,
03 OVERLAND EDITION /Kilby-Skidrow-Mopar-4XGuard skids/ 2.5 inch TOTAL CONTROL JBA coilovers -JBA Arms/MOABS-31 FALKEN WILDPEAK AT3W / 4.10's etc, 04 Kilimanjaro Edition loaded, plus 05 KJ limited

Sweet, I will let him read this. Hes has money....unlike me.

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2002 KJ Limited 3.7, 5.25" lift via coilovers, custom HD rear springs, 32.2" tires on moabs (soon 33s) 4.56/JBA diff, OX lockers front/rear, NP241OR, Parker Fab front/rear bumpers, rock rails and roof rack, Viair OBA.

2006 KJ sport 3.7, 4" Ironman lift, 32" tires, Parker Fab front/rear bumpers and rock rails.