Engine build on the brain

Okay the smoke is rolling out my ears trying to get a handle on this. I also want to thank you all for helping here.
So this project is on hold right now but got me thinking about it again because of a friend that's looking at doing some trick flows on his small block.
I have already purchased the stroker kit and was building around the W2's and parts needed to use them because i already had them. Goal was to maximize their potential and a 360 block. I'm not overly concerned with being conservative. I was thinking very aggressive street when i started. Not understanding the whole dynamic thing I got flat top pistons. Thoughts were i could run race gas in it to play and detune it enough to survive on pump gas for cruises.
Now I'm wondering if I'm too far over that line. No machine work is done currently.
Test if I'm understanding, my intake duration @.02 is 291 and I subtract 6° from that gives me 285 which equals 68.5 which moves me even further into detonation? These are just numbers not measured and could change. Is there a problem with leaving the piston in the hole .020 opposed to a dish piston ? Also what is more critical a dynamic above 8 or cylinder pressure above 165?
The car is 3200 with me in it(guessing), 4spd(may go to o/d) ,any gear needed, 30" rear tire