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How many winds around the tuning post?

I agree with 3--except for the A string on basses with Fender style headstocks. For those, I typically do not cut the string and wind it all the way down the post to increase break angle of the A string.
 
3-5. There should be enough to take the pressure off the bend coming out of the tuner, but not enough to start winding back on itself. A rule of thumb I use is that I cut the string a little more than 2 tuners past the one I am stringing.