Duplicate Files Question - Need Expert Advice . . .

I have completed my transition from PC to Mac and have all of my files running on my MacBook Pro. I have synced my iPod Classic to iTunes and have noticed that when I click on "Music" from the iTunes Library the number of files at the bottom states "1924 files," but when I click on "Music" from the Ipod Library it states "1923 files." I have used the "Find Duplicates" command and checked everything 3 times, but have been unable to solve this problem.
Has anyone else experienced anything like this? I'm probably losing my mind over this issue, but could use some advice. Thank you in advance for your help.

The problem is not necessarily a duplicate, since the duplicates in iTunes will sync as duplicates to the iPod.
Most likely there is one song in your iTunes library which, for some reason, will play in iTunes , but will not sync to the iPod. It may have an odd sampling rate or some similar peculiarity. Normally iTunes will give you an error message at the time of syncing, but I know from experience that it does not always.
If you can manually figure out which track is the problem, you can convert it to a more vanilla format, and then it should sync.

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