At least in theory, to be able to tow it you should have plates for it. With Rob being "out of province", it might be a challenge for him to get a Manitoba plate in his name to send to you or to get an Ontario plate (since he's non-resident). I don't see a direct statement that you wouldn't be allowed to just hook it to your truck but putting it on the float would be sure to stop any arguments about legality. Also, remember that you would need temporary lights if towing since the plug on the trailer won't match your Ford and I'm not sure the voltages would match for the lights... (LED might have enough range but 12V Ford to 24V NATO standard...)
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