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What usually defeats me are map files.
If I create too large a file it sometimes does not work, and if I create smaller files then I span multiple SD cards.
If I fail to change SD cards when crossing country borders or something, I can suddenly find myself on the international base map staring at an open space of nothingness and an arrow floating through it on a line that is the route.
Parts are so damn cheap nowadays and power performance so good that there's no excuse for not having a decent amount of onboard memory.
Argh, someone should just make a new device already: Bluetooth Smart + GPS + GLONASS + ePaper screen + turn-by-turn navigation + raw tracking and logging of ANT+ and Bluetooth Smart sensors + takes standard batteries.
Oh god this is so annoying, I end up doing them one at a time to avoid having to keep checking which ones are missing!