I don't think there really is a need to compensate for anything. In violin family instruments, tailpieces are designed to leave an afterlength of exactly 1/6 of the mensur (scale length) so that with sympathetic vibration the part of the string behind the bridge produces a (very weak but still there) pitch that is in harmony with the open string.
Guitarists say that guitars with upside-down inline headstocks feel different, especially when bending strings, and the Hendrix factor is there too I'm sure. I don't know if that's true or placebo. A stairstep tailpiece may do the same thing, but again, I'm guessing.
It does look good on an otherwise very plain archtop.
