Tried entering Dead Money recently and crashed every single time when the slideshow was supposed to start. I'm not one to say "[censored] GAME" and just give up, but rather I experimented. I decided that either the Vault 13 canteen or my Gun Runner's Arsenal weapons could for whatever reason be having trouble getting put in the chest, and that's what's causing my crash. Sure enough, when I put all my gear in the chest myself (the one that all your gear gets put into when you start the DLC), I didn't crash.
Now my only question is, is it safe to do that? When I finish Dead Money, I'm not gonna find out that all the gear I put in there manually (including the Medicine Stick) is gone, right?
EDIT: D'oh, wrong forum. Oh well.