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I am assuming that the buying is better with the Kindle because you don't have to connect to your computer.
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Yep. That definitely makes things easier. But consider this into the equation too: The Sony ebook store is only available to US and Canadian customers. The benefit of this is that Sony's ebooks cost the same for both countries, whereas with the Kindle ebooks will cost $2 more when downloading in Canada.
If you know what types of ebooks he likes to read, it's a good idea to compare prices between the two. I've found that the ebooks from Sony that I like are typically priced pretty low compared to most ebook retailers. The one exception to this is Amazon; they seem to have the lowest prices generally, but that is considering US prices.