IMO you want to know what the datum to head measurement is of a fired case is, preferably one that is tight and set your bump in relation to that. I have seen cases where the die was too large for the chamber and by the time the fellow got the feel that he wanted, he had bumped the shoulder back too far. If you find yourself in that situation, you need a different die. One of the common mistakes that reloaders can make is to bump the shoulder of a once fired case. It usually takes more than one firing to bring a case to the point where it has reached its maximum datum to head dimension so bumping the shoulder of a once fired case just adds additional clearance that serves no purpose. For that situation, I recommend adjusting the die so that the sized datum to head dimension is the same as the once fired case, and then try it in the rifle. Usually that works just fine. Be sure to wipe all the lube off of any case you chamber and reapply it if you need to size it a little more. When measuring a fired case you need to either remove the fired primer first, or use your primer seating tool to seat the fired primer deep in the pocket so that it will not influence the measurement. For factory chambers and off the shelf dies, one does not usually run into the mismatch that I mentioned, but for custom chambers it can happen, I have seen it.