Matched Tracks Not Showing Up On One Device

Trying again:
I have two computers -- a Macbook pro and a Sony Vaio running Windows 7 -- and two iOS devices using iTunes and Match.
Content added to the library on the Mac that is not purchased from the iTunes store (CD rips and purchases from other sites) shows up for streaming or downloading on the iOS devices after updating Match, but not on the Vaio. I have turned Match on and off on the Vaio, have turned iCloud status on and off, etc. Nothing seems to get iTunes on that device to recognize content uploaded from the Mac that was not purchased from the iTunes store.
Any help out there? Thanks!

I did what you suggested. This time it says that 13,000+ tracks are available in Match. The library on the Vaio, however, is still only showing 10,000+ tracks, and none of the non-iTunes purchased content uploaded on the Mac. The "show music in the cloud" setting for the Vaio is on. Am I missing something at this point?

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