The Senior Application Security Tester & AI Red Team Subject Matter Expert is a senior-level offensive security role for a tester who has mastered modern web and API security and is now defining how Evolve Security tests AI-enabled applications, large language models, and agentic systems. This role wears two hats: hands-on senior application penetration tester for our most complex client engagements, and the firm-wide subject matter expert who builds, scales, and represents Evolve Security’s AI red team practice. The senior tester executes assessments with full autonomy, owns the technical relationship with client security and engineering leadership, mentors mid-level engineers and OSOC analysts, and is the recognized internal authority on offensive AI/ML testing methodology, tooling, and threat modeling.