i think ol' joe nailed it for ya. you aren't fl sizing, and that is why you are having tough time chambering.
a little tightness is a good thing - the brass fills the chamber, and when you fire, because it is already filling the chamber, the case doesn't expand/get worked much, increasing accuracy and case life. however, eventually the brass will be too big to fit in the chamber. in hunting rifles, most people do a true fl resize everytime so they don't get any nasty surprises when they are trying to get their quarry and are a long ways from the truck.
raise your ram all the way up. screw down your sizing die until it touches the shellholder, then lower your ram, and screw down the sizing die just a hair more. size one of the difficult to chamber cases and see if it chambers better. if not, screw down a little more and try again. if you make it to the full .25 turn past contact (camming over really hard), and you still have difficulty chambering, you either need to get ahold of small base dies, or send your die back to the maker because it is out of spec.
do not neglect the trimming step. it takes 2-4 firings before a case slows its growth down enough so that it doesn't have to be trimmed/checked everytime. before that, however, especially on the first firing or 2, cases grow quite a bit. you do not want the case mouth to get into the leade, as this will cause pressure spikes.
as far as contacting the rifling w/ the bullet, i always do. usually only lightly, but sometimes i jam them in hard, depending on the individual rifle's preference. the downside to seating bullets this long is that it is possible that when you remove a case from the chamber w/o firing, the bullet will remain in the rifling. the result is powder all over your action and trigger, and your rifle is out of action until you get the bullet out. sometimes re-chambering the empty, unfired case will pull it out, sometimes it needs to be rammed out w/ a cleaning rod.
remington 700's, especially in 30 calibers, have quite long throats. reason is because they have to handle any ammo in saami spec, and hornady has a 220 grain round nose that is still available, so the throat tends to be long (and barnes has/had a 250 grain round nose) to accept those bullets - so, i seriously doubt your bullets are contacting the rifling. in fact, all of my 30 caliber 700's have throats that are quite generous, especially when compared to my other caliber 700's.
good luck.
