Hydraulic winch

It would be slower than dogshit and 4x more expensive. They both put out about the same pressure unless your trailer mfr changed the relief but a power steering pump puts out about 10x + the flow. Harbor freight 12k on sale do everything you need.
 
Functionally, it will work. But like Braxton said it will be unbearably slow. Pressure is what makes the pull rating, but flow rate is what determines how quickly it happens. Your trailer is probably pumping around 1gpm or less , whereas a typical power steering pump is probably in the neighborhood of 4-5gpm and most equipment that relies heavily on hydraulics starts at about 15gpm.
 
I would think you would over run the duty cycle on the hydraulic unit as well, by the time you did much pulling? I think most of those units have a short duty cycle and then need time to cool off.
 
I thought about this before myself. I was thinking I'd use a pto pump off trans of truck and have a set of lines ran to back of the truck with a set of couplers. Would be handy for.all kinds of stuff, but I haven't done it yer.
 
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