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If you check th eOwners Manual, it will tell you to tow with the Overdrive OFF... Like other owners though, I did pull a 7000 lb trailer over relatively flat terrain with the O/D still on. You are going to have to be the judge of how hard your transmission is working with a stock '01, so if it is hunting, back out of the cruise and take it out of O/D... Hope the trip goes well for you!
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2008 F-350 4 X 4 Crew Cab, Long Bed, SWB, Lariat
6.4 Liter Power Stroke that I traded up to!!! 
Edge Evolution, Rhino Lining, Snug Top, 3.5 " Tube steps
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