Head work should be at the top of the list of things to do. Adding 1.94" valves and lumps will go a long way in getting you to your goal. The 292 dyno testing that Tlowe did, easily exceeded 300 ft.lbs. of torque with only 8.8:1 compression, and you can as well. There weren't really any combos that were tested that you would say were "unstreetable".
