The biggest mistake I see with winch use is reeling in the cable to take slack out of it with no load on the cable.......unfortunately, this happens often on the trail. This allows loose wraps, which then produce kinks in the cable when the winch is then used to pull the vehicle. This can quickly ruin a perfectly good winch cable, plus those kinks are dangerous because that's where the cable can break under a good load.
Whenever taking in cable, always have someone hold and lean against the cable so it goes onto the drum snugly, even if only reeling in a few feet. Basically, never reel in loose cable. While this isn't important with poly ropes to keep from kinking them, it's a real bitch to pull a poly rope off the drum when wraps get caught between other wraps on the drum from doing the same thing....reeling in loose rope and then putting a load on it. That's the main thing I don't like about poly ropes. We've had to hook the rope to something, like another vehicle, so the rope can be pulled out, so many times on the trail that I really don't like messing with those poly ropes, they're a PIA. So, even with a poly rope, it's important to never reel in cable with no load on it, have someone grab your cable and pull against it while you reel it in........always.
As far as always having the cable wraped perfectly on the drum......who has time to be always re-wraping your cable. Just do what I said above and the cable will last a long time.