Senior AI/LLM Penetration Testing Lead

LPL Financial LLC; Austin (TX); On-site; USD 129,000 - 214,000; Full time

Job summary

LPL Financial Holdings Inc. is seeking an AVP Penetration Tester of Offensive Security to lead internal pentesting focused on LLM, agentic apps, and APIs across the organization.

You will schedule, scope, execute tests, and act as the POC for assigned testing activities, collaborating with stakeholders to test mitigations for complex, systemic issues. The role requires advanced hands-on testing, strong technical skills, and experience guiding security recommendations through the SDLC, with a

Qualifications

• 5+ years experience conducting application/API and network-based penetration-testing engagements.
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• 5+ years troubleshooting tools, manually finding issues in code, and rewriting code to remove bugs.
• 3+ years leading penetration testing engagements end-to-end.
• 2+ years' experience pentesting AI/LLM/GenAI applications.
• 2+ years' experience using AI Models such as Claude to rapidly develop tooling.

Responsibilities

• Partner with product stakeholders to drive end-to-end pentesting activities.
• Work with Security Architects during the SDLC processes for LLM/AI to identify security weaknesses before production deployment.
• Conduct tactical security penetration test assessments to validate the security of company applications (LLM, agentic built applications, and supporting APIs).
• Develop/test mitigation strategies for AI-related security issues.
• Stay informed on evolving TTPs, zero-days and remediation strategies for AI/LLM systems.
• Develop/modify custom tooling to solve new needs with models such as Claude.
• Document and report testing initiatives, findings, risk ratings, remediation recommendations, and validation results clearly.
• Present testing results to IT stakeholders with clear remediation guidance.

Skills

Penetration testing

AI/LLM testing

Team leadership

Vulnerability assessment

Security tooling

Education

Bachelor's degree

Tools

Burp Suite

Claude

Kali Linux

Nessus

Metasploit

Cobalt Strike

OWASP Top 10 for LLM

Job description

LPL Financial Holdings Inc. is seeking an AVP Penetration Tester of Offensive Security to lead internal pentesting focused on LLM, agentic apps, and APIs across the organization.

You will schedule, scope, execute tests, and act as the POC for assigned testing activities, collaborating with stakeholders to test mitigations for complex, systemic issues. The role requires advanced hands-on testing, strong technical skills, and experience guiding security recommendations through the SDLC, with a