Some songs not transferring over to new computer

Some of my music will not transfer over to a new laptop. Some of the songs were purchased or downloaded 5 years ago when I had a different apple ID account and different laptop. All computers have been "authorized" (I have 4 out of 5 authorized) but whenever I sync, about 50 or so songs will not transfer over. I try syncing and transferring purchases but nothing works.
Any ideas?

Make sure that you have "Show iTunes in the Cloud Purchases" enabled in your iTunes preferences by going to iTunes > Preferences in the Store tab and clicking OK.

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Some songs not transferring over to new computer

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