Perhaps look at making a pair of custom cables - one that is the proper length when stored and another to accommodate the extra length when fully raised. I would want to make sure that there isn't the possibility of the cabling getting pulled out of the side port while traveling and it seems like that would be much easier to do without trying to account for the coiled up excess.
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TT: 2019 ORV Timber Ridge 23DBS, Blue Ox SwayPro 15K/1500
TV: 2019 Ford F-250 XLT SuperCab LB, 6.2L, 4.30/e-locker, 4x4, 164" WB, RoadActive Suspension, 3216 payload
TV: 2014 RAM 1500 Big Horn CC (Traded in)
TT: 2015 Jay Flight SLX 195RB Baja Edition, Andersen No-Sway (Traded in)
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