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What's the tire rules? 65 Darts had tiny tires on them, like a 5" wide 14". 
Why stroke the 273?? You know that by the rules you are allowed to use any block of that family?? So start with a 340/360 block and put 400+ cubes in it.
You can upgrade to a 6" wide wheel and upgrade to a G series tire of the same section as stock.
I think my car should have 14x5.5's with E7014's. I'm running 14x6 rallyes and G70's.
As for the exhaust, sure headers are going to be better but its a moot point. I am not sure there is a huge difference between "good" small block manifolds and "blah" small block manifolds in the grand scheme of things.
I agree with Tom, do it.
2017 Contusion Blue Challenger T/A 392 M6 "BLKNBLU"
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