Why are some songs in a playlist checked an others not?

I have created a new playlist from some of my music but some of the songs have a tick (check) mark in the box next to them and others don't.  I can't seem to either check all of the songs or uncheck the checked ones.  Does this matter?  What does it mean?  Any advice gratefully received, thanks

I have the same issue.. seems like randomly.. some songs are unchecked by iTunes (I've never proactively unchecked any).. is this a bug?

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