Cybersecurity awareness training plays a vital role for organizations in guaranteeing resources' availability. Sufficient education regarding security awareness necessitates relating both the scope and importance of the training. This research determines the correlation between an employee's risk score and the effectiveness of AI-based security awareness training to contend with cyber intimidations, limit and lessen data violations, and include the Unified Theory of Acceptance and Use of Technology. Prior research has revealed that at-risk employees' behavior and implementation of information security awareness training make up successful interventions. This research fills a literature gap by determining the relationships between the employees' risk scores and AI-based security awareness training programs' effectiveness. This study used a quantitative research design. The researcher analyzed survey responses using Pearson's Correlation and an independent t-test to determine if there were statistically significant relationships and differences between employees' risk scores and an AI-based security awareness training programs' effectiveness. The calculations came from a sample size of 200 participants from two different organizations, and the formula for determining results was G* Power (n = 200). The Pearson product correlation of employee's risk scores and the effectiveness of the security awareness training program was statistically significant (r = 0.154, p < 0.05). The researcher also conducted an independent-samples t-test to compare the employees' risk scores by gender. There were no significant differences (t[198] = 1.850, p => 0.05) in scores. Male scores (M = 25.074, SD = 5.9022) are higher than Female ones (M = 23.518, SD = 5.9522). The mean difference (which is 1.5563. 95% CI: -0.1026 to 3.2152) was minimal. The findings herein help interpret the role of information security awareness training in the workplace, promoting behavioral changes that would impede data violations by including the users' vulnerability and the severity of intimidation, and the response to a threat in prognosticating behavior intentions. [The dissertation citations contained here are published with the permission of ProQuest LLC. Further reproduction is prohibited without permission. Copies of dissertations may be obtained by Telephone (800) 1-800-521-0600. Web page: http://www.proquest.com/en-US/products/dissertations/individuals.shtml.]