Three real world examples:
My son has 35's on his 2007 JKU and had to regear for the jeep to be useful in 5th or 6th gear.
I have a 2014 Rubicon X, and I run 35's just fine with the 3.6 motor and 4.10 gears, and I can easily maintain 6th gear on the highway. I also get 17.5 mpg city/highway after installing the flashpaq and using the 87 octane tune.
My wife has a 2009 JKU X, and runs the 305 KM2 tires with stock gearing and does just fine. We have even towed 1800 pounds 1000 miles without a problem. She has trouble staying in 6th gear on the highway on uphills, but still gets 18-19 mpg with her larger than stock tires. I've offered to buy her a new jeep, but she has not interest since she has owned the 2009 since day one and loves it. She actually likes her 2009 more than my 2014 Rubicon X...except the leather and heated seats.
If you are going with 35's on an older wrangler, plan on changing gears, which is going to get expensive. My son had them toss in air lockers front and rear since there wasn't any additional labor to install. I think he has about $3500 into the upgrade, including the compressor and pillar switches.
J - just
E - empty
E - every
P - pocket