I know there have been some threads about these issues, but none of them seem to address my specific problem. I'm currently using a Windows formatted iPod classic (160 GB), with my iTunes library on an external hard drive. I use my iPod almost exclusively for podcasts. Sometime within the past few days, I started to see my library become riddled with those silly exclamation points. But the content in question was still happily sitting on my iPod. When I sync it, I get the message that says the file "foo" will not be copied (along with 100+ others) because the content could not be found. Quitting iTunes and restarting generally clears this up. But whenever I go to sync the iPod again, the exclamation points return. I even went through all the exclamation point-ed material, by hand, and attempted to restore the link by trying to start playing each podcast, have iTunes tell me that the file could not be found, and going through the process of "finding" it (right in the same folder with other episodes of the same podcast which somehow did NOT become exclamation point-ed). Looked like it was a brute force solution which should have worked--but it didn't. I still have the same situation. Admittedly, this is not totally tragic, since I appear to still have the content in question. Nevertheless, it's an annoying situation to deal with--besides, if I ever do start losing content, I may not be aware of it at first, since I will have been conditioned to ignore the error messages and exclamation points. Any ideas here? I was actually looking forward to migrating my iTunes library and iPod to Mac format on my new MBP, but now I've been sidetracked into this nightmare--I have to solve this issue first (and be sure that all my content is safe and accessible) before I can tackle that project. Thanks.