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Flat towing a 2021 F150

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As worded I agree with @"EZ ". 5th wheel, maybe, trailer no. Car trailer, depending on state. Flat tow, hummmm,LOL,sounds really safe to me and I double all the time.
 
IMORO (in my old retired opinion) if an RVer was flat towing a vehicle behind a RV trailer or fiver in a State where double tows are illegal there would probably be a slim chance of him/her getting stopped. However, if it was windy or the operator was having issues maintaining their lane the chances of getting stopped would greatly increase. You would be surprised at how many motorist call the State Police to report speeding and erratic drivers going down the interstate. Of course if you would have the misfortune of being pulled over for having an illegal double tow not only could you be cited but the Trooper is going to make you get "legal" before leaving the scene. So be sure to have a second driver.
 
A friend had a 2020 or 2021 and was towing it when the battery went dead. If destroyed the transmission and damage the engine when it kicked out of four down towing mode after the battery went dead. I would make sure you have a charge line to ensure the battery stays charged. Ford won't cover it under warranty and cost him north of 10,000 repair bills.
 

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