ITunes match does not match

I bought iTunes match, but not all the songs of my collection were transfered to my iPhone. I have convinced myself berorehand that the songs are available at the store, but it seems like I do get a download, but it only comes in almost transparent letters and the "cloud" seems empty.

I just got off the phone with customer service at Apple. They told me about 7 times that its designed to upload the tracks it can't find so you can have them on all devices. When I said "I know, but you market the benefit of paying the $25 is that you can match songs you didn't buy from iTunes quickly, and possibly bump up the bitrate. So if it doesn't actually do that and I have to upload all my songs anyway, why not use Google for free?"...
They couldn't supply me with a good answer. Not to mention it didn't seem like they knew anything about iTunes Match to begin with.

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