I have a 1977 440 truck block at home that had almost no ridge in the bores. The truck drove onto the trailer and I took it apart because it had a cast crank and low performance rods with low compression cast pistons. I pushed the pistons out without reaming the bores even though I have a Matco ridge reamer and have used it successfully before. It is my back up block for the race car as I only saved the block and the main caps.
As for your project, You really need to have the machine shop check the block for taper with what you have done to the cylinders, have them push out the cam bearings, all the soft plugs, remove the oil pump drive bushing, let the block have a bath in their hot tank and then if it needs a bore job (and it probably will)...just do it once. Unless you have unlimited time to spend chasing problems. JMHO