Nice job on the winch. A tractor should mean less work and less chance of injury. Until I added a quick hitch I think my tractor gave me more injuries. Continue to use your brains, and less muscle. Here are a few ideas about boom poles to consider:
I thought about boom poles a lot, and decided a steel loop at the end of a boom pole is very poor. The chain grab hook has to hang open side up and can slip loose easily. Once I moved my tractor about 1/4 mile and turned around to see the chain gone. It took a vary slow walk to find the chain.
My solution, plus more, was to use a steel plate with keyhole, holes for shackles, and a permanently attached chain. One end of the chain is grab hook, other is slip hook. This chain can never fall off, and length can be adjusted in seconds.
A 2x2 receiver at the tip of the boom is used for my "stinger" which is 2x2 steel tubing to give me more lift height or reach. A hydraulic top link lets you change the boom angle, giving more lift, and a receiver at the 3pt connections allows me to pull a trailer with the boom attachment. During a beach cleanup I could pull next to a log and back up to jack knife the trailer, with the boom tip over the load. After lifting the log I would just drive forward and the log would be over the trailer.