Jamming in a big block?

i tried searching but couldn't find anything specific.

We are now debating stroking current 360. Or just putting in a 440. I have access to solid block and crank.

Appears headers will need to be custom built. And now new trans (TF) or getting it re-cased.

Anyone else been through this or put a BB in early A body ? Ours is a 65 Barracuda.

Thanks for any help!