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honestly chains are a PITA. On my FZR it seemed like every 1k~3k miles I had to re-wax it and then adjust the rear wheel to keep the tension just right. I swapped it for a bike w/ a driveshaft and love it.
Since you aren't shying away from machine work, and the chain setup isn't even started yet, my vote is for driveshaft. There are plenty of touring bikes you could snag one from.
With any luck you could stack the motors directly on, or use a few gears w/ solid mounting plate.
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