I'd put 3 layers on, crowned down the middle. Pull it to 28" with sinew no problem. Yes let it bend into the handle, but only a fraction of bend there.
Overstressing any wood is the same, it will start to show set, at that point if you want to avoid more set you need to lower your intended draw weight and make the bow thinner. Thinner can bend further
Draw weight with sinew osage? Anything you can pull