3.09 gear set with 3.23's

The 1-2 shift for auto or manual is less than optimum. You would need to rpm the engine a bit more. How much more is a good question that some math could figure out for you. I don’t know exactly what trans we are working with here. So.....

You would have to physically see where the shift leaves you when you shift. Notice the rpm. Adjust shift point higher or lower to get it where you want it to be when you land in second gear.

I think I could live with the 9.98 starter gear (3.23 with 3.09 first gear) but the 1-2 shift might be an issue.
9.98?
3.23 x 3.09 = 10.197
3.55 X 3.09 = 10.960

Not sure there is a magical torque converter that can make a 8.20 starter gear (2.54 727 with 3.23 gears) snappy out of the hole.
This is where a pro comes in.
I doubt it as well simply because your sticking with the 3.23 gear set. I’m sure a good diverged man/company can do something really cool and trick, but in the end, the 3.23’s hurt off the line performance vs 3.55’s. It’s minor change that helps a lot. I suggest you reconsider and think about it on the over all scheme of things. This ball is in your court.