360 Heads Reasonable?

I'm with the chief on this one. You have to remember that basically torque is produced by the engine itself, and horsepower is produced by the heads. On the street, torque is king, so personally, I'd try and sell those pistons and get a new set that will bring your actual static compression ratio up to about 9.5:1. KB107's might be a good choice to start.
So, now you would have a good torque motor, to add more H.P, get some basic work done to your heads, to the extent your wallet will allow at the time. Remember, it's a lot easier to build the bottom end now, while everything is apart, then upgrade your heads as money allows. You won't even need to pull the engine to upgrade the top end.
There's nothing more frustrating than building a high horsepower engine, only to find out it's a dog off the line because it doesn't have enough torque to get out of its own way. The power won't even kick in until you're close to 3K RPM, and by then it's time to stop for the next red light. :)