I know some recommend driving the towed vehicle every couple of hundred miles. After I returned from my first trip I drained the transmission fluid to inspect for any discoloration-or worse. looked fine. But the if the opportunity presents itself it definitely wouldn't hurt to periodically start and drive.
The one disadvantage I can think of is if you get just ONE of the shift levers in the wrong position it's all over, carnage to the nth degree. When I initially take off i check the tires and make sure everything is rolling ok, and this is after I've checked the levers about three times.
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