I have experienced that problem with Winchester 6.5x55 brass too. I use Simplex dies which size the Norma brass fine and projectiles are held firm by the neck unlike the Winchester stuff.
As I had a bit of the Winchester brass l didn’t want to chuck it so I had a think about and come up with this solution.
First I size the brass as normal and you can feel no resistance in the neck. I then take the decamping rod out of my 243 dies, screw them into the press and then carefully push the 6.5 x55 shell into the 243 die till it contacts the neck part inside the die . I then just give it about a mill of a crimp.
I have loaded a fair few this way and works well, when the projectile is seated it opens the neck up for a good secure fit. Accuracy is as good as ammo loaded with the Norma brass.
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