I always wondered why it is common sense to start stringing at the bridge. What's the advantage? Please tell me, why it's better to do it that way.
»I (my teacher, my parents, grand-parents…) always did it
« or »I'm used to it
« is not an argument.
Habits can change - man uses fire since lately.
The story behind it:
I've played electric bass, electric guitar and steel string guitars for some decades before I started to go for "nylon" in 2012. Although I was used to ball-ended strings, I never started to string up my classical from the bridge. But I also was pretty aware, that the tuning stability (of steel strings) decreases noticeable, if windings cross each other. The best non-locking tuner system I know is the one of my bass: I think it's Schaller (labeled Warwick). It's a slotted shaft + hole in the axis. You simply cut the string (leave about 2 inches) bend ½ inch by 90 degree, put it into the hole and start winding it up. Simple and effective!
To adapt this principle for a classical, I once started to fix the strings like that – some of you will have seen this picture already:
The soft end of E6-strings usually fits into the hole, whereas the soft end of wound strings around my 12-hole block tended to break, so I never will do that again. The remaining part at the bridge is more than enough to fix it easily.
If the string between roller and bridge can be lifted by 2 or 3 inches at the 12th fret, it will make 2-3 windings on the roller. The overhang at the bridge will be cut off as soon as the string is in tune. It's 100% secure, windings don't cross and you don't need more than 1-3 windings at the roller.
Caution: some thin carbons are very slippery, so you need to bend a full inch at the roller and cut the overhang later. They don't slip as soon as under tension, but can slide out before you tune it up.
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