If you read all the stuff the OP is already planing on(for both the engine and the car)....... adding the 4.25 crank and 50+ cubes is a no brainer.
If there’s any chance an upgrade to the stroker would be a part of the future plans, by far the cheapest point in time to make that upgrade is........ when the motor is built the first time around.
And then there’s always:
Will a stock stroke 440 get me to mid 11s and lower if I decided I wanted to go quicker? I really dont want to shift this car much over 62-6400 if that helps
The frequency of builds based on ET’s at the track....... where the owner doesn’t end up wanting to go quicker........ is almost zero.