ITunes Match songs on library with external drive

Hi,
I have all my music on an external drive (and my library files on the internal drive). I activated iTunes Match so I can listen to my music when the drive is not present. iTunes Match activated succefully and I see all my music on my iPhone. But when I launch iTunes without the external drive present and I try to play a song it just prompts me to locate the missing file and it doesn't give me the option to play it from the cloud. Is this fuctionality not supported or am I doing something wrong? Thank you in advance.

As Jim says not all DRM-restricted tracks will be eligible to be "matched." If you bought them from the iTunes Store then they will still be "purchased" and the only way the DRM can be removed is to burn them to an Audio CD and import them to the iTunes library again. However, this does not guarantee they will then be "matched" either.
To see the iCloud Status of any tracks switch to Song view in iTunes and pull down View > View Options and select "iCloud Status" then close the small window. The tracks that are still DRM-restricted will most likely be either "purchased" or "uploaded." 

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