Unfortunately, my mom can’t really engage in meaningful conversations anymore, but many people suffering with dementia retain much of their conversational abilities as their illness progresses. However, the shame and frustration that many dementia sufferers experience often make routine, everyday talks with even close family members challenging. That’s why Russian technology company Endurance developed its companion chatbot.

Sometimes it is hard to discover if a conversational partner on the other end is a real person or a chatbot. In fact, it is getting harder as technology progresses. A well-known way to measure the chatbot intelligence in a more or less objective manner is the so-called Turing Test. This test determines how well a chatbot is capable of appearing like a real person by giving responses indistinguishable from a human’s response.
This is where most applications of NLP struggle, and not just chatbots. Any system or application that relies upon a machine’s ability to parse human speech is likely to struggle with the complexities inherent in elements of speech such as metaphors and similes. Despite these considerable limitations, chatbots are becoming increasingly sophisticated, responsive, and more “natural.”
However, the revelations didn’t stop there. The researchers also learned that the bots had become remarkably sophisticated negotiators in a short period of time, with one bot even attempting to mislead a researcher by demonstrating interest in a particular item so it could gain crucial negotiating leverage at a later stage by willingly “sacrificing” the item in which it had feigned interest, indicating a remarkable level of premeditation and strategic “thinking.”

Previous generations of chatbots were present on company websites, e.g. Ask Jenn from Alaska Airlines which debuted in 2008[27] or Expedia's virtual customer service agent which launched in 2011.[27][28] The newer generation of chatbots includes IBM Watson-powered "Rocky", introduced in February 2017 by the New York City-based e-commerce company Rare Carat to provide information to prospective diamond buyers.[29][30]
“Beware though, bots have the illusion of simplicity on the front end but there are many hurdles to overcome to create a great experience. So much work to be done. Analytics, flow optimization, keeping up with ever changing platforms that have no standard. For deeper integrations and real commerce like Assist powers, you have error checking, integrations to APIs, routing and escalation to live human support, understanding NLP, no back buttons, no home button, etc etc. We have to unlearn everything we learned the past 20 years to create an amazing experience in this new browser.” — Shane Mac, CEO of Assist
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