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Terrible Towing pics thread

Didn’t catch a picture, but while heading out with our trailer today we passed a guy on the interstate pulling what looked like a 32-35’ travel trailer with a >20’ boat trailer behind that. Two balls and way too long. (phrasing!) The sway was concerning.
 
The one on the back will outlive that Liberty that’s for sure.
 
That Caster will grenade at Highway speeds. Then again I wonder if the boat lives in dry storage and they only jockey it around with that set up. But it sure is funny to look at. People do the strangest things with motor vehicles.

<faceplant>

I've little doubt if it's not a local storage thing, this is a towed or carried smart car that's used to get around and launch that tiny little pontoon.

Had a friend with a Geo Tracker he pulled behind his Pusher that used it to launch his jetski trailer and putter about.

See a lot of these little smart cars loaded in the back of some toyhaulers, carried on the deck of an HDT, etc.
 
I think some of the Jeep Liberty models were rated to tow 5000 lbs and it looks like the trailer is level to slightly nose down with decent tongue weight and the load is properly strapped down. I'm going with awesome.
I had a Liberty for a bit. It was rated to 5k lbs, but man that little 3.7 worked for it.
 
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