I've become rather cavalier about the whole thing, but that's more a consequence of my riding habits than anything. First, I'm very careful about tire pressure -- I've had all of one pinch flat in recent memory, and that was due to an colossal, unavoidable pothole. Next, I my best to avoid glass, etc like anybody else, and keep an eye on my tires, replacing them before they are a problem. Finally, these days either I'm commuting in NYC (so have a subway bail-out option) or riding with friends on the weekends. Between 2-5 of us there are always options; safety in numbers!

So, the upshot is that sometimes I'll only carry an air chuck and a couple of CO2 carts. Other times I'll take a puny mini-pump / inflater combo. The mini-pump sucks, I'll be honest, but it's better than nothing. I'm not crazy, though: when I'm traveling and / or riding unfamiliar roads I sometimes will pack the Road Morph into my Camelbak. The Road Morph is pretty bad @ss.

I haven't been screwed with this protocol yet so I plan to stick to it.