This of course is only My opinion on the subject, as I'm a BB Man....
To me, the ONLY reason someone would spend $15K on a small block that is stretched within an inch of it's life just to be@ 440 Cu. In., is for that same 'ol BS line...
"Hell son, I just ran low 10's with "Only a 318" SB".....
If I saw a SB 440 running low to mid 10's and a BB 500 Cu. In. running low to mid tens, the first thing I'm gonna do is understand that an $8K BB stroker runs the same as a $15K stroker SB....To me, that's ALOT of coin to be able to use that age old line.....
The "new" 426 C.I. HEMI's have a small block Chebby bore, with a 4.5 crank....We old schoolers call that a dump truck engine...Long rod, with no bore...
Everybody just assumes a BB stroker running low 10's is "Common place" but a SB is just crazy...Not really, when you have $15K in it....Hell, there are some 331 C.I. brand "X" engines putting out 2000 HP Boosted, but then again, they have CRAZY money in 'em as well...
I'd much rather be running the same timeslip for about half the price...
And the handling thing could be as easily remedied as just running stiffer suspension components, then I can carve canyons as well as the small block car.
Again, I've had bad luck with small blocks and this is not to belittle the popular 340, but for my money, I'd much rather start where you ended up.....(440 C.I.)