I try to achieve as little wrapping around the roller as I can - that way the tuning settles faster. What I do is I use the 'normal' end (not the 'floppy' one) on the tie block and the floppy one on the roller. After the stringing and tuning to pitch is done, only then I cut the excess string as short as I want to have. (I always keep a bit more of the D-string to be able to shift it after a while to avoid premature wear on fret positions).
Of course you have to secure the string on the roller against slippage. Everybody has his own method for that. My method (for bass strings) consists of having the string hole in the roller perpendicular to the head, fading them from above down, coming back from behind and fade the end of the string under the incoming string and pulling it back, so that it crosses the string above the string hole. I don't do a knot here, because it is unnecessary and makes string-changing more difficult. I had never a slippage here.
Whether you like Augustine Blue or not is another issue but they never had been too short for me, not even on a 66cm scale length.
On the pics you will find exactly Augustin Blue 65cm guitar. Because the give in quite a bit, it results in something like 2.5 windings. The second pic shows the D string (here it is cut very short because of taking pictures with that guitar ... You can see here clearly the idea. Because I always go to the outside I let the end of the string go from outside to inside to have it out of the way...
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