@JohnFromGWN
That did it! I thought I had done this already but I guess not. Thanks!

I am installing the Vanillaworks extended pack, and after installing, I can load the game once and mods run perfectly. After that singular successful launch, the game consistently crashes during the "loading story mode" portion of launching. I also know this is a consistent issue because I uninstalled everything and reinstalled it and had the exact same issue. I've tested it before without the add-ons and the trainer works perfectly on its own with no issue. I don't have much experience with modding and thus am not really sure where to start with problem-solving. Does anyone have any idea what I'm missing/doing wrong?