A problem with R8 collets is there is no standard as the collet and socket are proprietary to Bridgeport. As a result it is often hit or miss regarding collet compatibility.
At work, we had purchased a Grizzly G0755 which also uses a set screw for the pin. Eveything was fine for the first few months and then it became more and more difficult to insert collets. The problem was there was no way of fixing the set screw position in place and it slowly workjed its way into the socket.
I removed the OEM set screw and machined a dog point on a socket head cap screw. I verified the point would fit all the collets and end mill holders we had and the length of the screw was adjusted so when the point was properly positioned, the screw was tightened securely. As I recall, the final adjustment was done using shim washers.