Senior Penetration Tester

For our client, we are seeking a Senior Penetration Tester to join the team of a leader in the Finance & Insurance space. This role will focus on uncovering vulnerabilities across core systems, web applications, APIs, cloud environments, and AI-enabled workflows. You will partner closely with engineering teams to translate security findings into clear priorities, while also helping strengthen testing coverage through smarter tooling and secure code review practices. The position offers the opportunity to influence both offensive security execution and the broader security posture of a modern technology organization. Location: Remote Compensation: $143,000 – $183,000 annually Responsibilities Conduct manual penetration tests on core systems and AI applications Develop AI-assisted tools to improve penetration testing coverage Triage and address findings from SAST tools, refining rules to reduce false positives Perform secure code reviews across web applications, APIs, and AWS environments Create security tools and services within the application stack Support security reviews for AI-generated code before production deployment Communicate risks effectively to engineering teams for prioritization Qualifications 5+ years in application security, offensive security, or product security Hands-on experience with pentesting and code review for web applications, APIs, and AWS Curiosity and a hacker mentality to explore system vulnerabilities Interest in leveraging AI for security testing and workflow improvements Understanding of AI/LLM attack surfaces and vulnerabilities in AI-generated code Proficiency in modern programming languages like Ruby, Python, TypeScript, or Go Strong communication skills to convey risk and priorities to engineers Benefits Flexible work environment with options for remote or hybrid work Comprehensive medical, dental, and vision coverage Flexible time-off policy and paid parental leave 401k matching for US employees Wellness reimbursement and volunteering days Annual professional development budget and charitable donation matching Our client is an equal opportunity employer. We encourage you to apply even if you don't meet every qualification—your background could be exactly what this team needs.