While testing
this hint last week, I ran into an odd issue: suddenly my iPod Video, iPod nano, and iPhone failed to sync -- they all would make it part way through the process, then iTunes would display an "Unable to sync: Error -50" message. After a bit of (relatively simple) troubleshooting, I figured out that it was a particular iPhoto album that was causing the problem. More specifically, it was the album I had created to test the hint.
I have no idea why this happened, as after deleting it and creating another (basically identical) album, everything worked as expected. If you're having an odd sync error on a device that used to work perfectly, check your recent iPhoto albums. This issue might be specific to something on my machine (I was having
other iPhoto issues, too), but I'm running this as a hint just in case others might be similarly affected.