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I was losing my icons as well, for programs I had installed on my CF card. Placing them on my high speed SD card solved problem most of the time, installing in to main memory on PDA solved it all the time.
THe icons only disappear after a soft reset, to get them back go:
Settings -> Menu the de-select and re-select one item in the menu this causes the device to refresh the menu.
I believe the issue comes from the time taken to read the cards at startup, either the drivers are loaded late in the startup process or they are not fast enough to respond as the device loads up.
Thanks
Steve
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