Just an update, the truck cut out on me again and died a couple more times, (I carry a booster pack now). It did it again today when I was close to the dealer so I stopped by, thankfully it died in their parking lot again so they were able to see what was going on firsthand without trying to replicate it. Turns out there is a problem with the negative battery cable going to the fuse box. They are going to replace both the positive and negative for a bill of $679. My 3yr 60k/km bumper to bumper warranty is just up (Just past 3 years, I only have 48k/km) so I'm on the hook for that.
I have also been getting a message to "Service Security System" so hopefully this takes care of that too.
GM Rep who posts on here, feel free to pick up the tab on this repair!