Hi Ben,

as others have pointed out already there have been issues with folks bending the CF pins in their OTs. I strongly advise against using a card reader and removing the card regularly. I vaguely recall that the OT’s reader is soldered directly onto the PCB, which means that ruining one of the pins is a costly affair. For this very reason I got a 64 GB card which will stay in my OT.

If I were you I’d definitely check with another computer to rule out it’s an OT issue. If none is at hand you can always boot your Mac from some Linux live CD just to check.

Just my 2ct
Hans