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A friend of mine has a first gen iPhone running gentoo linux. Where there is a will there is a way. He had to pull some chips and figure out how to flash his OS on to it, but he did it. And as for the apps end, apple has never stopped you from importing an app into itunes and then syncing it to your iPhone. I have the original Siri app before apple bought them in my app list still. I had it on my iPhone 4 back when the 4S was the only one they let run it. As long as the app is in the correct format you can import it in to iTunes. The reason why everyone sells there apps through iTunes is the customer base is so large. If you can sell 10,000 copies of your app from your website or 10,000,000 copies of your app through iTunes, which would you choose?
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