Hey Smoak,
1-How hard did the bolt open the first time?
2-Are you removing all the lube from your cases before firing them.
3-Do you have a piece of tube to gage the brass with.
If the bolt opened hard, you need to check either the load being too hot, or lube on the cases allowing too much stretch, or both. If you don't wipe your cases completely clean, and then clean your chamber so no oil is in there, you will be allowing the case to move rearward when firing and stretching the cases. If memory serves, a remington action will stretch a smidgen over 3thou. (that's your shoulder movement). The streach is done under great pressure (obviously) and is mostly not subject to rebound. Your cases WILL rebound when resizing so you have to go a bit too far in order to end up with a case that will fit in the gun. If you have a 22-250 case or similar, cut it off with a hacksaw about 1" long. Now trim it in a trimmer so you have a real nice face on it. Deburr it. Place it over the mouth of a case that fits nice in your gun and measure the length. This will give you a number to shoot for when resizing, and will be a datum on the 30deg angle (or whatever that thing has) which is the part that can't really be measured easily. Now set up your dies to give you a case that fits that dimension. Try to measure as close to the shoulder/body junction as possible as this is the hardest part to move without radiusing. The Neck/shoulder moves easy, but doesn't help your problem at all.
If you begin having trouble with some cases not sizing the same as others, it's because they have work hardened and now are springier. (They rebound more) Anneal the neck and shoulder VERY SLIGHTLY and they will form beautifully with far less effort. I'd say not more than 2 sec spinning under the torch, and no water.
Also keep in mind, resizing .001 is a lot harder than .010.
If you oil your chamber, be sure to get ALL of it out of there before shooting.