A few more details on these.
It is *highly* doubtful these were used mid-century in Kentucky. This is not the shiny-hat C&J mold, and the Paulson H&C mold didn't come into production until 1965. All the KY gambling halls were closed by the time the Paulson H&C mold was around, and I could find no example of a KY casino using a H&C chip of any kind. In short, very likely not KY, and definitely not pre-1965. I don't care that they aren't from KY nor do I care that they are post-1965, but I've reached out to the seller just to see where the story came from, and to see if I can track it back any further.
The mold, look, feel, chip composition, wear, and even staining patterns on the edge - they all point to a Paulson-made chip. I've handled a number of H&C knockoffs, and these don't feel or wear the same If these are fakes, they are the best fakes I've ever handled. Others on The Chip Board/chip collector's club also agree that they are Paulson. There are a few skeptics, but most agree that they are legit.
The pips, unfortunately, remain a mystery. If they are Paulson, I speculate that they are either a) early production line copies, or b) intended to indicate they were for home/non-legal casino usage. I would lean towards A because some chips have them and some don't., and those that do only have them on one side. I suspect that these were from early cups/hobs, and that the pipped variety weren't discovered until some chips went out the door. Paulson's never been great about matching their H&C molds from side to side...this could just be one more instance of that trend.