Decision making was never my strong point...HELP lol
if you want WOW factor and sexiness in the car go with the 440
if you want practical and cheap to build and possibly a faster car go 360 (I hate to admit that, but out of experience I will say it)
after doing multiple Big block swaps myself ...the simplicity of a Small block is actually appealing ......they are so much easier to find parts for and cheaper and lighter weight ....plus a 360 has that 3.58 stroke ...that is not child's play ...I have worked with some mean 360s that sure had some boost.
I put a 360 in a B-body and it was an impressive performer. ......just sayin