Two trends — the exploding popularity of mobile messaging apps and advances in artificial intelligence — are coinciding to enable a new generation of tools that enable brands to communicate with customers in powerful new ways at reduced cost. Retailers and technology firms are experimenting with chatbots, powered by a combination of machine learning, natural language processing, and live operators, to provide customer service, sales support, and other commerce-related functions.

"From Russia With Love" (PDF). Retrieved 2007-12-09. Psychologist and Scientific American: Mind contributing editor Robert Epstein reports how he was initially fooled by a chatterbot posing as an attractive girl in a personal ad he answered on a dating website. In the ad, the girl portrayed herself as being in Southern California and then soon revealed, in poor English, that she was actually in Russia. He became suspicious after a couple of months of email exchanges, sent her an email test of gibberish, and she still replied in general terms. The dating website is not named. Scientific American: Mind, October–November 2007, page 16–17, "From Russia With Love: How I got fooled (and somewhat humiliated) by a computer". Also available online.
Ultimately, only time will tell how effective the likes of Facebook Messenger will become in the long term. As more and more companies look to use chatbots within the platform, the greater the frequency of messages that individual users will receive. This could result in Facebook (and other messaging platforms) placing stricter restrictions on usage, but until then I'd recommend testing as much as possible.

“Bots go bust” — so went the first of the five AI startup predictions in 2017 by Bradford Cross, countering some recent excitement around conversational AI (see for example O’Reilly’s “Why 2016 is shaping up to be the Year of the Bot”). The main argument was that social intelligence, rather than artificial intelligence is lacking, rendering bots utilitarian and boring.
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[In] artificial intelligence ... machines are made to behave in wondrous ways, often sufficient to dazzle even the most experienced observer. But once a particular program is unmasked, once its inner workings are explained ... its magic crumbles away; it stands revealed as a mere collection of procedures ... The observer says to himself "I could have written that". With that thought he moves the program in question from the shelf marked "intelligent", to that reserved for curios ... The object of this paper is to cause just such a re-evaluation of the program about to be "explained". Few programs ever needed it more.[8]
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