Systems and methods for an artificial intelligence (AI)/machine learning (ML) chatbot for intelligent negotiation of terms is disclosed herein. An exemplary computing system includes one or more processors; and a memory storing executable instructions thereon. When executed by the one or more processors, these instructions may cause the one or more processors to: receive, from a first contracting party during a negotiating period, a plurality of prospective terms for a contractual agreement; and determine, via an AI chatbot, whether the plurality of prospective terms are acceptable terms based on a plurality of parameters indicated by a second contracting party. Responsive to determining that the plurality of prospective terms are unacceptable terms, the instructions may further cause the processors to generate, via the AI chatbot, a plurality of counter terms based on the plurality of parameters; and transmit the plurality of counter terms to the first contracting party.