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Hows about a location-based app that prompts the user when he/she is within a few feet (configurable) of another head-fier? Activation of app is optional/configurable.
There could be a feature in there that lets you know which equipment they own, too (provided they fill that bit out), so when the alert comes up you can say, "Hey! [fill-in-Head-Fi'er]! How would you compare your [fill-in-their-headphone] to my [fill-in-your-headphone]?" or "Yo! Do you have your [fill-in-their-portable-headphone] with you? May I try it out? I've got my [fill-in-your-portable-headphone] here if you'd like to try it as well."
And, once they make those pico projector things bright enough, the app could have a feature that lets you shine the Head-Fi logo up into the sky. You know, onto the convenient nighttime cloud cover that always rolls in whenever you need to send up a signal. And then, Jude could look out his window, don the Head-Fi suit, and burn rubber in the Head-Fi-mobile on his way to wherever you are.