re: How difficult is it to install a leveling kit?

I have zero squat when pulling a 18' surface drive and pull a 24' maybe twice a year, so I'm not concerned.

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For leveling height, see my earlier post. I wouldn't go any higher than 2" though. In your other thread you can see my truck sitting almost level with my boat (3000lbs) and I'm at the stock rake like you. If I had a 2" level I would be nose high when towing (learned the hard way in my last truck)

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Yea. I put a 3" on m 07. 2wd. Didn't realize how tall it was. Was nose high with no load on it. Had to build 1.5" blocks for the rear. Now it sits just about level, maybe rear a quarter inch to half inch high. With a heavy enough loud it still goes nose high, but with the boats I normally pull it's fine.