Opinions on 360 vs 440

I like no replacement for displacement stops at 360, he's stated a minor 360 rebuild vs an already almost done 440 short block. So what's with this 408 or 400+ hp 360 yes he pointed maybe down the road, it's between a 360 that needs a rebuild or a half rebuilt 440, with most of the swap parts including headers.

With what you got now the 440 gonna make more power be more streetable need less gear.
Could buy aluminum heads for the cost of the 360 refresh. But do what you want either way.