So far as I know, there is no easy way to do this on the iLiad itself (it is possible using emelFM2 or mrxvt).
I suggest plugging the USB stick and your iLiad into a PC and use the PC to transfer the files. Only one kind of "memory" will be exported from the iLiad at a time, so in one session you can do USB stick to Iliad internal or USB stick to Iliad CF but not both. With a CF card you could also use a CF reader/writer on your PC, these are very inexpensive.
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