Another idea, with an open trailer, would be to simply drive the car on and off the trailer, thus no need for a winch
I do it all the time, works great

69 Dart GTS A4 Silver All steel, flat factory hood, 3360race weight
418 BPE factory replacement headed stroker, 565 lift solid cam
Best so far, low 10.30’s 1/4
1.41 best 60 foot
6.56 at 104.17