FriskyTanuki
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I'd probably doubt that paid stuff offers that option, but a small portion of the free stuff has that option.
pay to play online, pay for fake clothes, pay to change your gamertag, pay for this, pay for that...well i have something to say Microsoft, YOU
That's actually a really good question. My understanding is that it shouldn't matter where you purchased a game (be it from your console, Xbox.com or Amazon) for you to qualify for the free 800 MS Point promotion.
The key factors are that all of the Summer of Arcade titles are purchased on the same account prior to September 1st and that the account has a United States address.
The "purchase footprint" associated with an account is always the same regardless of how the content is acquired so the script that runs on the LIVE servers to determine eligibility at the end of the month will pick up your account no problem.