My Dad baled with a JD 50 on hilly terrain as well. I used his equipment for many years when I started farming.. long ago. The 4410 would probably handle your requirements HP and weight wise. But as has already been suggested, I'm not sure the hydrostatic drive was made for this work. I would check with your John Deere dealer. I've been told by a JD service manager/technical specialist that the design life for a hydrostatic is around 2500 hours... but pulling a baler and loaded wagon????? Does it have a transmission oil cooler... ????
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