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Comparing putting data on Google servers or Mac servers, I don't trust either for OmniFocus. In the past, I used Mobile Me to sync OmniFocus up to Mac, but it's all unencrypted on iDisk for anyone at Apple to peruse, or anyone who can get into my iDisk. So I stopped syncing to Mobile Me. That was the primary reason for me purchasing a Mobile Me account.

Apple vs Google? I'd put them at the same place as far as trusting certain types of information.

Google vs any other free email account? Google wins hands down. I probably wouldn't even use a free email account if Google didn't offer one.