Another technique that hasn't been discussed and that I hold from an old timer (a really old oldtimer now!) is that you should NOT straight cut the insulation. This technique is used mainly when wrapping wire around connection posts and prior to doing splice joints.
Straight-cut insulation can add stress which can eventually CUT the wire. It's especially important with heavily insulated, fine stranded, small caliber wires.
Of course it's not that easy as doing it manually with a knife, it can lead to cutting wire strands, but it has its place.
When dealing with regular spade, eye and other connectors, most good ones have, on top of the crimp area itself, an 'insulation grab' crimp area so this technique is not needed in that case.
Please correct my terminology if it's imprecise
I've only seen this issue with very thick, very stiff or tough insulation and very fine stranded wire, and even then rarely.
Keep in mind that if heat shrink tubing is used, it will help to ease the transition from thick and/or stiff insulation to the very fine wires, giving a bit more support in this area.
I usually don't use wire strippers unless the wire is unusually tough. I use a very sharp small pair of wire cutters and judge my cut depth from experience. It saves me a bit of time. But that's something many people will not be able to do without a lot of experience, if ever. So my recommendation for most people is to get a very good pair of wire strippers, and pay attention to the wire gauge size for the wire and the striper hole.
) You can of course (and I do) prevent this "unravelling" by securing the end of it with a light-duty cable-tie. But trying to protect something horrible like "this spike protruding at right-angles to the line-of-the-wire" is prone to failure anyway.
(Hmm. 