Brainstormin' 440 vs 5.9 ...

For myself, it will ALWAYS be small block. No matter what chassis, ALWAYS small block.

That said, you have been talking about the 440 for a while. Why not put the 906 and 452 heads for sale on marketplace, then whatever set sells first, keep the other set. Then add the money to the $500 budget.

Have you had the heads off of the 440? I wonder what the cylinders look like.
Yes, I had the 452 heads redone. 7 cylinders looked like new (low mileage engine), but the 8th cylinder had rust as water sat in there (my improper storing... :( ). I honed it, and put new rings on and it's ran a bit in the magnum since. Truth is, I love both small block and big blocks, but generally favor the small block because I have the most parts for them, most experience with them, and they fit everywhere better, not to mention much more common to pick up. BUT..... I'm not looking at this as a Big Block vs Small Block. I'm seeing the truck as a peanut butter and jelly build, yet I want to keep improving the ET. So, I'm seeing this as a very low cost to gain 80 cubes, but will the 80 cubes in THIS particular situation pay dividends... LOL (do I ever receive dividends??? LOL) .