You can predict wire length well enough to strip it before you wind the
coil? Wow. I always have to wind the coil, cut off the 0 to 4 inch
miscalculation (I always shade it high), then strip.

If the toroid calculator calls out about 30 turns or less (on a
half-inch OD core), yes, then I use the program's wire length
call-out. More turns and the manual winding isn't ideal and
the stripping has to be done after the winding is complete.

I was thinking of a 100+ turns on a toroidal core where the coil
(I should say magnet wire to be modern) lay can't be as perfect
as a toroid winder. Then there's no good, practical accounting
of the wire length ahead of time.

When faced with lots of turns like the above, and using very
small wire, there's a bit more anxiety and care needed when
trying to take off the enamel for close-to-the-core stripping.