I will say, on the 7mm rem mag, I think I found the problem, when I inspected the casings closer, I noticed a mark on them where they were crushing. I put them all in a pile and picked ones out that looked new. They had some sort of bulging mark on them, they were pulled brass from American Reloading. Didn't have a problem with the good brass.
The others? High potential of me doing something wrong, but wasn't sure, especially since my friend came up and took a look. I appreciate all of your answers and will be looking more into them today.
Another possibility in my mind was maybe it was the shellholder? I forgot my shellholders for these casings when I left for the shop, but there was others that fit the casings there pretty snug so I just used those. If they weren't the correct ones, could this have caused an issue?