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I feel the OP likely may have been duped by an automated message that was setup to send during status issues or Tweets to a company's customer support representatives. I've sent some Tweets to customer support before (threatening to leave) that were "loved" by a competitor within seconds.

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I hope the OP does realize that. Perhaps it's just the thought to put out a bot that scans twitter and sends such automated emails? The bot may take active effort to script, so there is at least some "hustling" going on.

It wasn't, I emailed him back right away and we ended up exchanging multiple emails in a very brief period of time. Either that or chat bots are smarter than most humans these days.

Or the initial email was sent by a bot, but the follow-up was human?

I'm really used to getting those bot emails by now, the personal greeting (left out of my post for brevity), speed of getting back to me, and conversation I had with the fellow after made it fairly clear it wasn't a mass spammed message.

Nope, I ended up exchanging a few emails with the guy about this strategy - it was not a bot. I removed identifying info to shorten the emails but it was quite obviously not a mass email.

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