I don't know If I say opinion or fact, but, the concensus was, under 600 HP would be fine for a two bolt block. Hell I ran a 355 2 bolt 11.1 comp with AFRs comp 630 roller in an 80 malibu with 456s turbo 350 and ran 11.70s all day. When I went to a 406 the 400 block was two bolt, ran just under 10.99s then started having problems with the caps walking and had to go to splayed 4 bolts which cured the issue.
The Vortec 350s come with pretty stout bottom ends I would not be affraid of them to make 300-400 HP.
well since he stated a possibilty of boosting his motor general concensus would say go a four bolt for strength and longevity on the motor. If you are going to spend the money do it right the cost of the better block will be offset by reliability and will only help you down the road. Horsepower is addictive and eventually you want more so prep for that. In the end it's your ride and a heavy one at that not a 3300 lb Malibu. If you want speed in that truck step up look at JKMotorsports and TwinTT both wicked fast and stout built motors both diffrent varations on a GM V8. What ever you choose good luck and let us know what else ya need!