Surely others have gotten this problem.
The old...
Song file is missing from iPod and will be skipped:/Volumes/(name)'s iPod/iPod_Control/Music/F47/IOAW.m4a
[what's after the F is different for each song]
That's what I see when I try to copy a single song from Podworks to iTunes.
When I try a different way, I get a bigger dialog box with "The following are iTunes errors Podworks encountered while tranferring files. It is possible that the problems encountered were temporary. Check items below and click "Re-Transfer Selected" if you would like to try transferring them again. Then, under the song name is "-1700: iTunes got an error: Can't make some data into the expected type.
Computer: MacBook
OSX 10.5.2
Downloaded Podworks 3/4/08
iPod classic 20mb, in disk mode
Podworks worked for this same iPod and my previous hard drive, but then that hard drive died and had to be replaced.