A 4.15 stroke kit with the Chev rod journal size should be the easiest stroker to build at 496 cube. There should be no block grinding required and you can spec a piston that will live a long happy life on the street. With OOTB E-heads,9:1 compression, it's an easy 600 ft/lb torque on 87 reg with a mild cam that won't need big gears, hi stall converter, etc.

An 833 4spd and a 2.94 or a 3.23 would be just the ticket with all that torque on hand from idle to the end.

Kevin