Davos Newbies

I asked a couple of questions about iPods this morning. My friend Dave Winer kindly linked to my question and, voilà! Thanks everyone. I’ve moved further on these questions through a blog post than through any amount of Google searching.

I’m puzzling over some iPod questions.

One of the people I’m working with has the lovely, generous idea of giving several hundred iPod Nanos to his clients. What makes it relevant, and not just swag, is we would load the iPods with: an example of his podcast, his audiobook, a playlist he has chosen and perhaps some music he performs (he’s an accomplished musician).

Two issues have come up. First, is there any way to simply load similar content onto several hundred iPods? Second, and looming as more important in my mind, will all that content be wiped out when the recipient takes it home and associates it with her or his iTunes. We can get all the content in straight MP3, no AAC or whatever, I’m sure. But my experience with iPods is that the infernal things just love to wipe out everything given the opportunity.

Any helpful hints from readers?