I always re-spool my cable nicely after I'm done with using my winch, but every time I spool it out and I'm pulling something with it, it goes back onto the drum however it wants, and I end up with a freekin' mess.
Maybe I'll just put synthetic cable on it eventually so it can stack on top of itself without damage.
There really isn't any excuse for 5/16" cable being a mess on the drum, it's much easier to work with, but 3/8" is a mess, all the time, even the guy from Milemarker told me that.
I disagree with ya'll about using a winch to extract a stuck rig every time. I hate using winches. I always use a strap to extract a rig if possible, it's much easier, safer, and most of the time, faster and easier on the equipment, too.