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 strengthen the organization’s application security posture by leading hands-on testing across core systems, APIs, and AI-enabled applications. You will partner closely with engineering teams to uncover risk, improve secure coding practices, and build practical security tools that enhance testing coverage and remediation speed. The position also includes helping define offensive security approaches for modern AI environments and supporting the safe release of AI-generated code into production. Location: Remote - US based candidates only, no visa sponsorship available Compensation: $143,000 – $183,000 annually Responsibilities Conduct manual penetration tests on core systems and AI applications Develop AI-assisted tools to enhance penetration testing coverage Define and innovate penetration testing methodologies for AI systems Triage and address findings from SAST tools, refining rules for accuracy Perform secure code reviews across various platforms and infrastructures Build security tooling within the company application stack Support security reviews for AI-generated code before production deployment Qualifications 5+ years in application security, offensive security, or product security Hands-on experience with penetration testing 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 Comprehensive medical, dental, and vision coverage Flexible time-off policy to support work-life balance Paid parental leave for new parents RRSP matching to support retirement savings Wellness reimbursement for health-related expenses Volunteering days to encourage community involvement Annual professional development budget for skill enhancement Charitable donation matching to support causes you care about 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.