Unit 221B's Security Optimization Program is a customized, regularly scheduled, automated penetration testing service that uses AI technology and is curated by offensive engineering experts. The service is designed for smaller security teams and delivers scans that identify vulnerabilities in target infrastructure, exploit those vulnerabilities, and leverage them to pivot to other systems. The program goes beyond traditional vulnerability scanners by performing active exploitation techniques. It includes man-in-the-middle attacks, credential stuffing and brute-forcing, exploitation, and credential replay attacks. These techniques enable the service to identify additional vulnerabilities, rule out false positives, and demonstrate the concrete impact of associated exploits. The service provides next-generation scanning capabilities that not only detect security weaknesses but also validate them through actual exploitation, giving organizations a realistic assessment of their security posture. The automated nature of the program allows for regular, scheduled assessments without requiring constant manual intervention, making it suitable for organizations with limited security resources.