Has this Tradewind been towed recently, or more specifically has the umbilical been converted over to the 7-pin flat connectors most TVs have these days. A new trailer umbilical plug should be available at any RV or fleet business near you. I even have done the conversion in a cold rain. A few tools and planning should help. Towing with the the running lights and TV emergency flasher working will warn other traffic. Maybe plan to have another car behind you with their flashers going like you see when prefinished homes are being moved.
Your TV won't do a reliably safe job stopping this trailer from high speed. Holding the speed to 30mph or so would be advisable. Avoid rush hour. Is there a minimum speed on your freeways? Freeways actually could have a gentler grade than some 2 lane roads (depending on your local terrain).
Do the tires even hold air? But guess that goes along with what markdoane is saying. You definitely want to know whether the wheel bearings have been lubed in this century!
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