I'm thinking FC363 is right, you need a tool to put a small chamfer on the inside of the case neck.
Link here The neck is sized as a straight cylinder and it has to be slightly smaller than the bullet so that neck tension will hold the bullets in place.
The de-burr tool shaves off the square shoulder inside the neck and lets the bullet start.
Check your brass for a sharp corner on the outside of the brass as well and notice the tools for removing it.