Welcome to the world of Winchester. I wish I had an extreme weather 300 wsm to compare it to your rifle's follower. I do have a fn made (FN PBR XP) 300 wsm that feeds great and doesn't hang up on the follower. I can't see them changing a design that worked great before but you know what they did to the old trigger system so I may be wrong
. Maybe post something in the gusmithing forum here, redneck may have ran into this problem with these rifles but don't get him started on the MOA trigger or you may not hear the end of it.....
Here's a pic of my fn pbr xp 300 wsm follower. I checked my 30-06 extreme weather also and the bolt doesn't make contact with the follower on either rifle. Sounds like yours is not right. Yours should look similar to the following: