Abstract: A system and method for automated generation and execution of phishing attack simulations are presented. The method includes generating an enriched prompt corresponding to a selected phishing attack vector based on a user request to generate a phishing attack simulation; prompting, by a reasoning model, the generated enriched prompt to retrieve a phishing simulation template corresponding to the selected phishing attack vector; generating the phishing attack simulation by one or more generative artificial intelligence (genAI) models using the retrieved phishing simulation template and additional information; and executing the generated phishing attack simulation by transmitting the phishing attack simulation to one or more users via an electronic communication environment.