powerline,
Look at the primer pocket and see if it has a "ring" around the edge of the pocket, if it does that is the crimp, it can cause the primer to be hard to seat.
If you take your chamfer deburr tool and use the chamfer end you can cut a small radius at the lip of the primer pocket, you just need to remove a small amount of metal not the whole "ring", just radius the edge, the force required to seat the primer to the bottom of the pocket will be reduced.
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