Jeremy, the most important thing is to
Only do one at a time. Keep the second for reference. Most anyone can clean these things and put them back together. Use mineral spirits for a solvent. Pour some in a wide plastic or stainless bowl. Use a brush like one used for washing car parts. A auto parts store will have them. A paint brush and tooth brush are handy too. By the way, I assume you know that all the parts of the winch are going to go into the pan and be washed in the solvent with the aid of the brush(s). Let's see,,,, Oh, after you unscrew the top retaining ring and remove the drum, cut a hole in the bottom of a cardboard box so that the box will just fit over the top of remaining winch parts. Then if anything gets away from you while removing or replacing, the box will catch it. For grease, I like automotive moly lube. It's the black stuff sold for wheel bearings on disk brake cars and all chassis grease fittings. It doesn't melt in heat and is waterproof and ultra high pressure. (working load) What more do you need for a winch grease? The Maxwell winch is probably the hardest winch to service. The pawl cups are bizarre. My models are even reversible. That cancels some of the benefit of only working on one winch at a time. They can be put together differently and correctly. But, take your time and maybe also take pictures with a good closeup digital camera as you take them apart.