Osage is so oily I don't think you can get it too dry with ordinary drying techniques.
Most of the osage staves I work on are 5 to 10 years old. With drastic bends I have had the belly of a recurve crack when using dry heat for bending. I leave the curve area on the thick side and reduce them when I finish the tips. Usually a little super glue in the cracks works, generally I'll scrape below the cracks when final shaping the tips and in a few instances I've had to add underlays for support...but never had a failure at the curves.
Wolfshadow, I'd get to a good, clean back ring, draw out my bow shape and reduce to that shape, get it to floor tiller stage and be sure the back and ends are sealed before setting it aside it to dry.
It will probably be ready to tiller when you get it to floor tiller stage but you will have to be the judge of that.