Let's Build a 416 with Cast Iron Heads and Manifolds

Like I said before, I’m just throwing out ideas. If I’m paying for a stroker kit anyway, why not pay for another 19 cubic inches?

I’ma small block guy and I’m gonna stay that way. I’m not sure what you mean by “true colors kinda guy” but I have been a Mopar guy for almost fifty years now.
I see displacement more as a powerband selecter, your gonna use a powerband range of rpms about 2500 to 3000 rpms from stall to shift points in a drag race. The 434 powerband probaby will operate about 300 rpm less then 408 which is about 400-600 less than a 360. Which depends on what's done to the heads you might make peak hp mid/high 4000 rpms so Eg.. a 2500-5000 to 2800 - 5300 rpm stall to shift.

Good thing it's gonna be strongest at all street rpms and probably only need highway gears, bad thing power is gonna drop off rapidly after peak hp.

3.55 28" tires @ 110 mphs = 4686 rpms

Edit, what I mean by "I see displacement more as a powerband selecter" is generally when deciding what displacement to build, peak power range has somewhat been decided.
So it's usually do I want the powerband between eg. 408 @ 3000 to 6000 rpms or 360 @ 4000 to 7000 rpms. Not do I want to build 4000 to 7000 rpm engine, So should I build a 170 or 543.