And then I realize I never mentioned I use the windows version of Premiere and cant use Andy’s software. Still thanks for your help though, I am a bit closer to easily splitting the videos for moving around without cropping the actual image of the video but rather the mask.
Moving it now reveals a black area where the crop used to be in the video.
If I make the 4 crops the size of 1/4th of the screen and then put them all in the correct place, and applying the track matting I have the same issue too. It seems like I need a tool to move video beyond the capacity of what Premiere can do.