(Newbe) 273 to a 340 and tremec 5speed swap.

What carb, Holley, Carter? What intake? Pictures, or numbers on the carb and intake? If I were you I'd ditch the headers and use the stock exhaust with the "67" 273 Factory high performance exhaust, nothing cooler.
there was no headers on the 273 when i got it. holly carb old referbished one and an original 318 intake thats been painted