Chatbots could be used as weapons on the social networks such as Twitter or Facebook. An entity or individuals could design create a countless number of chatbots to harass people. They could even try to track how successful their harassment is by using machine-learning-based methods to sharpen their strategies and counteract harassment detection tools.

The first formal instantiation of a Turing Test for machine intelligence is a Loebner Prize and has been organized since 1991. In a typical setup, there are three areas: the computer area with typically 3-5 computers, each running a stand-alone version (i.e. not connected with the internet) of the participating chatbot, an area for the human judges, typically four persons, and another area for the ‘confederates’, typically 3-5 voluntary humans, dependent on the number of chatbot participants. The human judges, working on their own terminal separated from one another, engage in a conversation with a human or a computer through the terminal, not knowing whether they are connected to a computer or a human. Then, they simply start to interact. The organizing committee requires that conversations are restricted to a single topic. The task for the human judges is to recognize chatbot responses and distinguish them from conversations with humans. If the judges cannot reliably distinguish the chatbot from the human, the chatbot is said to have passed the test.

Tay, an AI chatbot that learns from previous interaction, caused major controversy due to it being targeted by internet trolls on Twitter. The bot was exploited, and after 16 hours began to send extremely offensive Tweets to users. This suggests that although the bot learnt effectively from experience, adequate protection was not put in place to prevent misuse.[56]

Smart chatbots rely on artificial intelligence when they communicate with users. Instead of pre-prepared answers, the robot responds with adequate suggestions on the topic. In addition, all the words said by the customers are recorded for later processing. However, the Forrester report “The State of Chatbots” points out that artificial intelligence is not a magic and is not yet ready to produce marvelous experiences for users on its own. On the contrary, it requires a huge work:

Malicious chatbots are frequently used to fill chat rooms with spam and advertisements, by mimicking human behavior and conversations or to entice people into revealing personal information, such as bank account numbers. They are commonly found on Yahoo! Messenger, Windows Live Messenger, AOL Instant Messenger and other instant messaging protocols. There has also been a published report of a chatbot used in a fake personal ad on a dating service's website.[55]
The most widely used anti-bot technique is the use of CAPTCHA, which is a form of Turing test used to distinguish between a human user and a less-sophisticated AI-powered bot, by the use of graphically-encoded human-readable text. Examples of providers include Recaptcha, and commercial companies such as Minteye, Solve Media, and NuCaptcha. Captchas, however, are not foolproof in preventing bots as they can often be circumvented by computer character recognition, security holes, and even by outsourcing captcha solving to cheap laborers.
“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