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The recent decades have seen a swift and significant shift in business innovation, with the introduction of the rotary phone and the digital revolution positioning websites as the modern storefront. Now, businesses are entering the AI agent era, where they can connect with customers in a human and intuitive way. This article examines the evolution of chatbot technology, from Joseph Weizenbaum’s ELIZA in the 1960s to the rise of natural language processing in the 1970s. It highlights the potential of AI-based chatbots to revolutionize customer engagement and deliver precision and personalization at scale.