Ooooops, I was not clear at all! I was speaking of the modern Challengers not the originals. (And they probably do not call it 'slap-stick' anymore.)
I personally would not even think of re-using the present rings. Maybe just me, but I never have, and they certainly will have some wear on them. I'd personally lightly re-hone and re-ring if the bores are good. BTW, I was thinking, why not take the block to the local shop (since it is stripped down) and ask them measure the bores and see how much wear and taper that you have? Then you will know if it is suitable for stroking as-is..... you might get lucky.
Understood on the trans cost.....you just need to deliver pizzas for a year after retirement to get the money LOL. But think about those Bilstein shocks if you don't already have them. And glad you know the roads down here.... sounds like your motorcyclin' has gotten you familiar with a lot of areas.