Maybe I've learned a good lesson . . .

Vanguard15 said

I have some interest in keeping the small block in there if it can be a more enjoyable and torquey cruiser.

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This ^^^^ screams 5.9 magnum with a 218-224 @050 ish hyd roller cam, an rpm intake, an 750 carb of your choice (whatever you’re most comfortable tuning) and your 2800 converter, in my eyes. That will be a dead reliable torquey cruiser and should sneeze 350lb/ft to the tire. And probably get better mileage then the 318.