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Okay people reporting this - we need to start getting a log of the svn numbers that it happens on.
I've personally had this happen to me - with the hold switch either on or off - it doesn't matter which. The only difference is that with the hold switch on, the bootloader of course loads the Apple firmware, not rockbox, which then goes to sleep, and you have a working ipod when you come back to it in the morning.
My suspicion is r12522 from February - "Add wake on alarm support for Ipods. Rename HAVE_ALARM_MOD to HAVE_ALARM_RTC since it's not always a mod. Make Ipod PCF driver keep other flags in OOCC1 that have been set instead of overwriting them."
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