When to core?

Coring how? Do you want to drill out the front like Predator or do you plan on having some sort of core running through the whole shaft?
 
Whenever in the process allows you or is most likely to bore the straightest hole you can.

In my experience, I bore holes when the object is as thick as it's going to be in round shape. I won't core a square, but as soon as wood is round, I bore it and plug it.

I imagine boring a close to final size shaft would be a nightmare if you aren't dialed in to bore the PERFECT concentric hole, relative to the axis of the piece. Sometimes when I core out forearms and handles, if I get lazy, I'll have the drill wander micro amounts and by the end of the piece, it's off center a couple thousandths. When I am working with 1 3/8" round, this obviously matters very little when the tapering cuts out any imperfections, then the piece is centered on the core. But if I was to core a finish tapered anything and get lazy with my guide hole or my feeding of the drill, there's a good chance I am gonna blow out a collar or nose.
 
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