Abstract: Systems and methods for real-time monitoring, adjustment, and safeguarding of generative artificial intelligence (“AI”) output. The systems and methods may include a security risk assessment algorithm rules engine (“rules engine”). The rules engine may include logic-based, language-encoded, rules for weighting queries involving security risks and for flagging security risks comprising queries and outputs (“rules”). The systems and methods may include an internal compliance database. The internal compliance database may include flagged queries, flagged outputs, and the rules. The systems and methods may include an adaptive feedback loop mechanism. The systems and methods may include a generative, pre-trained, transformer (“GPT”) processor. The GPT processor may receive a plurality of queries from a plurality of users. The GPT processor may forward the plurality of queries to the rules engine for evaluation.