Bigger is better. Get the biggest winch you can afford. You can load light stuff with a heavy winch, but you can't load heavy stuff with a light winch. Also, as someone else noted, power out is a very useful feature for unloading. A decent winch will also have a clutch to release the drum when you want to pull the cable out quickly.
As Old points out, cheaper winches tend to be advertised based on how much rolling load they can move, not on the actual line pull. Also, keep in mind that the rated capacity of an electric winch is based on the first layer of cable wound on the drum - as the drum fills with cable, the diameter increases and line pull decreases accordingly.
As far as an on-board battery, any trailer big enough to need a winch to load will also need electric brakes, and the winch battery can be used to supply the backup power to the electric brakes. Mine is wired to charge from the tow vehicle, just like the battery in a travel trailer. I prefer to have a separate battery just to ensure that I never inadvertently run down the tow vehicle battery.
I have a deep cycle battery on the trailer, and have never run it down loading something, even when we had to use the winch to move the load around before pulling it up onto the trailer. I also almost always use a snatch block with anything heavy just to slow down the speed, plus it also cuts the load on the winch in half.
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Today's Featured Article - My Ford Golden Jubilee - by Troy Estes. This article is about my '53 Ford Jubilee and a story that starts with taking the tractor to my brother's Starter/Alternator Rebuilding shop for a wiring fix. The generator was shot as well as all the wiring. I dropped off the tractor expecting a transformation from a 6 volt to a 12 volt system utilizing the original generator housing, and a total rewiring of the whole tractor. The front end center pin bushing was worn also so I ask that they replace it if they had time. Well, that’s wha
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