Brainstorming an Idea, whats your 2 cents

Probably not the response you'd want, but, I'd start with a clean slate.
Sell the engine and use the money towards the stroker. Or use that motor untill you have the stroker ready. No good can come of milling almost .250 off the pistons. KB's are too thin for that action. You'd be much happier if using the right pistons for the combo. You haven't even considered valve/piston clearance.