'Legion' - Welcome to the KCA Forum. I'm sorry you are having an extractor problem.

Is there a 'bevel' on the rim of your cartridge cases?

Recently, a fellow KCA member seemed to be having a problem with the extractor of his Krag. It turned out the problem was not his Krag, but, his Brass.

He was using Hornady brass and the cases did not have the traditional 'bevel', at the edge of the rim, that is found on other brands.

The tip of the Krag extractor rides up the incline of the 'bevel' prior to snapping over the rim.

Also, make sure there is no accumulation of old dried grease and debris in the 'barrel-notch' that may be impairing the upward movement of the extractor 'claw'.

If the barrel 'notch' does not line-up exactly with the notch inside the receiver ring, the tip of the extractor 'claw' can catch on the 'interfering' edge.

BTW - Krag 'head-space' gauges should be used with a 'Naked' Bolt. (The bolt-sleeve/striker/extractor assembly should be taken off the bolt-body).
The 'naked' bolt should close on the "Go-Gauge" with no resistance.
If it doesn't, there's a problem with the barrel installation or an obstruction preventing the cartridge-case from fully entering the chamber.