To be honest, I would be rebuilding the winch system too if I were you. Those cables are 20 years old; it is highly unlikely they will support the kind of weight they did when they were specified brand new.
You might also want to think carefully about the CCC of your pup. That extra weight in the roof will take away from the cargo capacity available in the trailer, which is generally pretty modest in a pup to start with.
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2011 Jayco X19H (purchased 2015)
2008 Jayco 1007 PUP (purchased new, traded for the X19)
2018 Nissan Titan Midnight Ed.
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