Lead Red Team & Offensive Security Engineer

DRW, a diversified trading firm based in Chicago, seeks a Senior Offensive Security Engineer to lead red team engagements, adversary simulations, and vulnerability testing across trading systems, corporate IT, and cloud platforms. You’ll develop tooling, coordinate with Security Engineering and SOC, and drive improvements to make DRW harder to compromise. Ideal candidates have 5+ years in offensive security, strong scripting, and deep knowledge of MITRE ATT&CK, with experience in AI/ML security