A:AnswerIf your Ipod Nano from 2008 has a headphone jack, then yes you can. There is a auxiliary input jack that is headphone size in the front of the unit.
A:AnswerPage 8 from the manual you can download from the LG site, but including a picture for you. Starting at page 24, the manual goes into more detail. Like choosing/creating folders within the thumb drive and so on.