Take one of your resized cases, before charging it, and see if it chambers easily. Then take one of your finished cartridges, that is hard to chamber, and blacken the bullet with a magic marker and chamber it. See if there aren't bright little marks where the bullet is intruding into the lands. Or, you may be bulging the case walls when you compress the load. Compressing a spirical powder is not a good idea.
There is nothing wrong with the bullet touching the lands but to go there you have to lower your powder charge and kinda know what you're doing and what to look for.
Switching to H380 might cure your problems.