If you have a guitar with an extra long scale length, or maybe a reverse headstock or something that requires extra string length…
Don’t let it alarm you if the wound portion of the string doesn’t make it to the tuning peg.
The winds are locked in and will not be a problem, even if it looks a little weird to your eyeball.
Stick the tail in the tuning peg, tune your instrument and get back to Shredding!
