This happens to my iLiad too, and I don't have a Mac. In particular: on bootup the CF contentLister entry shows no space available and no files. Presumably the CF card has not been mounted. A reboot usually brings back the CF card. Is there a fix for this (e.g. from the command line)? I put most extra software on the CF card - but if there is a command line fix, then adding a contentLister runnable run.sh in main memory implementing it would save a reboot.
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