Open car trailer vs enclosed

Easiest way if no winch is to jack knife your trailer, where your truck is pretty much out of the way, hook a long two strap to the old car and have the seller pull it up on your trailer with his pickup or tractor.
OK so this does not work for city stuff.
Used a Bobcat with a chain to drag a car up on the trailer, that was really nice.

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I used the two rachet strap system when I loaded up my Dart on my not so great utility trailer, when I left my ex. It went smoothly, but I had a slight incline that helped out.

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