Senior Application Security & Penetration Tester

Chubb Life Fund; Philadelphia, Northern (Philadelphia County, KY); Hybrid; USD 90,000 - 130,000; Full time

Job summary

Chubb Life Fund is seeking a security-focused penetration tester to plan and execute tests across web, mobile, API, cloud-native, containerized, and AI-enabled applications. You will assess AI/ML features for risks such as prompt injection, data leakage, and poisoning, aligned with OWASP Top 10 for LLMs and MITRE ATLAS, and embed testing into CI/CD pipelines.

Responsibilities include threat-modeling, remediation tracking, dashboards, and communicating findings to technical and executive

Responsibilities

• Plan and execute penetration tests across web, mobile (iOS & Android), API, cloud-native/containerized, and AI/LLM-integrated applications
• Assess AI/ML and generative AI-powered features for risks such as prompt injection, insecure output handling, training data poisoning, model denial of service, and sensitive information disclosure, aligned to the OWASP Top 10 for LLM Applications and MITRE ATLAS
• Partner with AI/ML engineering and data science teams to threat-model AI-powered features and embed security testing into MLOps and CI/CD pipelines
• Evaluate cloud-native and containerized workloads (AWS, Azure, GCP, Docker, Kubernetes) and Infrastructure as Code for misconfigurations and weak security controls
• Test modern API architectures (REST, GraphQL, gRPC), including OAuth2, OIDC, and JWT authentication and authorization flaws, and microservices-based applications
• Conduct mobile application security testing and reverse engineering, including hardcoded credentials, insecure keychain storage, and anti-emulator/obfuscation bypass
• Own the overall vulnerability remediation status of the global application portfolio, and serve as the primary point of contact for application teams on remediation matters
• Manage application risk rating processes and ensure timely risk scoring of new and changing applications
• Build and maintain dashboards and status reports for portfolio leads and CIOs, and follow up on overdue vulnerabilities to meet compliance timelines
• Develop clear, actionable penetration test reports and communicate findings and remediation strategy to both technical and executive stakeholders
• Research emerging attack techniques and tooling, and drive automation and process improvements across the testing program

Job description

Chubb Life Fund is seeking a security-focused penetration tester to plan and execute tests across web, mobile, API, cloud-native, containerized, and AI-enabled applications. You will assess AI/ML features for risks such as prompt injection, data leakage, and poisoning, aligned with OWASP Top 10 for LLMs and MITRE ATLAS, and embed testing into CI/CD pipelines.

Responsibilities include threat-modeling, remediation tracking, dashboards, and communicating findings to technical and executive