Opinions on 360 vs 440
You have a big block torqueflight to go with that 440? All the required components to put a big block in will add up quickly. I’d sell off the 440, either build the 360 or stroke it.
Only car I’ve ever done a SB to BB engine swap in was a 64 Sport Fury, Had a 318 and I stuffed a 440 in it but that was almost 40 years ago.The aftermarket was just getting started, so there wasn’t much available and I didn’t have a pot to piss in but I wanted a 440 so I made it happen. If that’s what you want go for it!