When i try play a song i get this message " the song could not be used because your original file could not be found, would you like to locate.  I tunes works on my iPad

OSX 10.9.5

I am getting this same message.  I recently bought a new Macbook Pro and the geeks transferred my files from my mini-mac.  Perhaps they did not transfer something critical?  I follow the "locate" option when it asks to find my files and I get a file folder that has a red circle with a white bar in the middle. 
I have the same issues with my downloaded movies but my apps all seem to be fine.
Even more confusing - it seems to allow random songs to play and download on my Macbook and other devices.  But most of my music - whether downloaded from iTunes or my CD collection comes up with that message about the original file. 
Should I get new geeks to locate these files on my old mini-mac?

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