Tony,
Good luck on your quest for the 9's!
My car was going about the same as yours (10.71@125) with stock ported heads, and I considered the road you are taking a lot. It sounded too much like a maintenence/rebuild nightmare from the others that went there. A lot of people said to just go Stg II if you want more than mid/upper 10's. Makes sense, but it sure is cool pushing those stock pieces past their limits
Here is some hopefully helpful input on your combo:
Going 9's will be very dependent upon your 60 ft times. Gain a tenth there, and it will equate to almost 2 tenths in the 1/4 mile. I noticed you have a 1.47 with a 4000 stall T-brake. That should be more like a 1.37 going in the 9's. I had a 1.40 best with my suspension setup, with the foot brake
Might want to look at stuff back there, not just the motor...
Might have to look at slick size & gear change to get 7 tenths off your time.
9's will also take some extra rpm out of the motor, that's where a bigger roller cam would help out. Yours is a bit small for your goal, and might be a restricting factor. You can always turn up the boost
If you don't have a girdle on the bottom end, I would get one fast before it's too late. I wouldn't attempt it without it.
One of Terry Houston's 3-1/2" DP's would also help. I had a 4" home-made DP, and it helps
As for gaskets, I had great luck with O-ringing the heads and using the stock gaskets W/ studs. Went a whole season at 30 psi. I had 28* timing too, but that is different on every car. I would start with 24-26 degrees for 30+++ psi & see how it likes it. It should go faster with less timing & more boost.
Ignore the boost! Push it as hard as you can without knock. If you reach a limit, lower the timing & push it farther
When the parts hit the pavement, you went too far