A chatbot system and method conversing with other chatbots in place of a user. The chatbot system and method understand the purpose of conversation of a user, select chatbots to which the purpose of the user is to be transferred, converse with the selected chatbots in place of the user, and present the user with a result of conversation undertaken. The chatbot system converses with provider chatbots provided by property and service providers. The chatbot system includes a consumer chatbot that understands a purpose of conversation of a user, converses with the provider chatbots in place of the user, and provides a result of the conversation to the user.