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My wife drives the 2011 version of the overland. Nice ride, tons of bells and whistles, and has the 5.7 hemi. No major issues so far. Powertrain wise, it has lots of oomph, but the transmission has too big of a gap between 2nd and 3rd, and under full acceleration it noticeably bogs until the revs climb back up a bit.
Haven't done much offroading, but when we had the 2 ft of snow, it was nice to go to "offroad height level 3" and just roll right through it.
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