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I am hoping some of you can chime in with some "gotchas" that just aren't occurring to me at this time.

If one is serious about such a thing (as opposed to simply doing research for a mystery novel they're writing, or trolling for interesting conversations, or testing out the DHS's data mining systems), then it would be against their best interest to ask about it on a public internet forum. See the "Plausible Deniability" item.
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Tony Fabris