You will need to wind it on the drum before you run it to the back of the boat. If it is a typical setup with one cable down each side of the hull, then the cables need to leave from the top of the drum. If you want to turn right, the motor needs to point left. That means you need the left cable to wind onto the drum as you turn it to the right. It is a two person job. I find that when I set up new cables, I need to go back a day or two later and tighten the system up. The cable will seat in the drum and get used to all of the bends