Out westbound, yeah no worries on the truck. I may or may not be keeping it. It's also considerably longer than an ext cab. Yes it's the old 5.9. 07 was the cutoff year, half of the year was the new 6.7 with emissions, but for your purposes, don't rule out deleted 6.7s. You're heading to south, doubt anyone in Argentina cars if your truck has a dpf on the exhaust.
There are MANY deleted diesels for sale that will burn LSD fuel no problem and with that you can get a newer rig without emissions. Something to consider.
I see pretty much any TC save for maybe the smallest pop up fitting in a shipping container well. And even if you get one jammed in there (without the truck) tiring it down or stabilizing it would be another feat. Not sure what you're planning on doing but I'd look real hard at that challenge of its a deal breaker.
