I think your trips to Baja are a special case. If I were planning on airing up 30 times over a trip it definitely makes using CO2 less attractive. Most of the usage I've seen and with my friends it's always been to go out air down for a weekend air up once before coming home. Even in Moab I left my truck aired down all week and didn't air up until I was ready to come home.

What tires are you using one what terrain that you are having frequent tire failures? I know it's always a possibility, but tire punctures are something I don't run into very often even driving my truck like I stole it. I pop beads more often and the CO2 moves enough air that I can reseat the tire if that happens.