Sounds like you have got a nice 331 in your Stang.
As for the ProCharger idea, well, I would be very careful with 10:1 comp ratio. I really think that the high boost you're talking about is out of the question with 10:1. If you are going to supercharge it, the ProCharger is an excellent choice with the 3 core intercooler a must. With timing backed down, proper fuel and a good tune, you could run some boost - just don't get too crazy with it.
N20 is another option - it would work well with the 10:1 too!
BTW - the I have a Tremec 3550 and I love it.
Good luck with your decision and thank you for supporting our great country!
E