Listen its your car, your cash, your choice as your the boss.
Dont expect the masses on here to warm up too much on your SBC swap.
Myself quite frankly dont care its not my car.
Some happy with your decision?, how about that someone be you, cuz thats what counts.
Yes a rebuild of a flathead 6 aint cheap but swapping in a V8 has its hidden and unexpected expenses too.
The best source of support on this project is this, those who have successfully done the swap, have or still drive the car or truck.
There are all kinds of armchair advisors on here, some have done these swaps and some start or never finish them.
Some are still doing V8 or V6 swaps and have been doing them for years and the cars are never on the road, there never finished.
Just remember its a Mopar Site dedicated to the Great Flathead engines and most on here support that idea only.
I have no trouble with your ideas just follow through to completion, dont be a great starter and become a poor finisher. Don't be that type of guy!
All the best and good luck.