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It doesn't matter if you are towing or not. You could be driving empty in the mountains and on steep inclines the same applies. The bottom line is if it is hunting for gears then select the lower gear and roll with it.
quote=swimmer_spe]I seem to have to keep repeating myself. I would expect the heavier trailer that is less aerodynamic to cause issues. But it is the lighter, more aerodynamic trailer that is causing me issues.
That would be the same if towing an empty utility trailer causes more problems than a tri-axle boat trailer with a boat.