It’s not so much spending his money, but anyone should see his converter is wrong for his combination.
Way too many people are, for whatever reason still thinking about converters like the converter technology was in 1980.
I personally know guys running 8 inch case, 8 inch stator converters with 5k plus stall speeds in street driven cars. Without issue.
That was one thing that jumped out when reading the OP. You can make all the power you want, but if the converter is wrong, it will never perform like it can.
The carb is small. Is that killing it? Not like the converter is. There are a few other things that could be tuned up, but the converter is by far the biggest thing showing itself as being wrong for the OP’s car.
How many more trips to the track before the day on the dyno pays for itself. In money, time, frustration...everything.
Had the engine been on a dyno, it would have made converter selection much easier.
It’s all about the package. Time is money. I still kicking myself in the groin for not putting my junk on the dyno, so that is happening before it goes back in the car.