I've been using the Lyman hand tool to remove the military crimp for decades....I just finished doing 500 military 7.62 and in the past hundreds of 30-06. There is no way the primer crimp removing tool did that.
What it looks like is you chucked a case deburring tool in the drill and used the inside neck deburring part to ream out the pocket. Wrong tool , too much brass has been removed...don't shoot those.
You can use that tool to remove just the crimped/diplaced metal from around the pocket edge , not nearly as much as in photo , and then finish up with a primer pocket reamer and then a primer pocket uniformer. Safest way is by hand....the power drill just went way too far .
Make the pockets look like a factory case pocket....no factory case will look like that , compare them .
Gary