Double b -
Licencing requirements vary from province to province as well as from state to state. In BC, for example, if you are pulling a trailer/5th when in excess of 10000 lbs, you need a special endorsement on your licence. This involves both a written and road test.
I would check with the Ontario Department of Motor Vehicles (or whatever they are called) to find out what the requirements are for your set-up. I wouldn't rely too much on the "legal opinions" you might find here. Instead, go to the proper authorities in Ontario for accurate advice and legal towing requirements.
When you become "legal" in Ontario, then that will allow you to legally drive outside of the province without any restrictions.
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2008 Cougar 5th Wheel 27RKS
2005 2500 GMC Duramax
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