Plan and execute penetration tests across web, mobile (iOS & Android), API, cloud-native/containerized, and AI/LLM-integrated applicationsAssess 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 ATLASPartner with AI/ML engineering and data science teams to threat-model AI-powered features and embed security testing into MLOps and CI/CD pipelinesEvaluate cloud-native and containerized workloads (AWS, Azure, GCP, Docker, Kubernetes) and Infrastructure as Code for misconfigurations and weak security controlsTest modern API architectures (REST, GraphQL, gRPC), including OAuth2, OIDC, and JWT authentication and authorization flaws, and microservices-based applicationsConduct mobile application security testing and reverse engineering, including hardcoded credentials, insecure keychain storage, and anti-emulator/obfuscation bypassOwn the overall vulnerability remediation status of the global application portfolio, and serve as the primary point of contact for application teams on remediation mattersManage application risk rating processes and ensure timely risk scoring of new and changing applicationsBuild and maintain dashboards and status reports for portfolio leads and CIOs, and follow up on overdue vulnerabilities to meet compliance timelinesDevelop clear, actionable penetration test reports and communicate findings and remediation strategy to both technical and executive stakeholdersResearch emerging attack techniques and tooling, and drive automation and process improvements across the testing program Chubb is a world leader in insurance. With operations in 54 countries, Chubb provides commercial and personal property and casualty insurance, personal accident and supplemental health insurance, reinsurance, and life insurance to a diverse group of clients. The company is distinguished by its extensive product and service offerings, broad distribution capabilities, exceptional financial strength, underwriting excellence, superior claims handling expertise and local operations globally. At Chubb, we are committed to equal employment opportunity and compliance with all laws and regulations pertaining to it. Our policy is to provide employment, training, compensation, promotion, and other conditions or opportunities of employment, without regard to race, color, religious creed, sex, gender, gender identity, gender expression, sexual orientation, marital status, national origin, ancestry, mental and physical disability, medical condition, genetic information, military and veteran status, age, and pregnancy or any other characteristic protected by law. Performance and qualifications are the only basis upon which we hire, assign, promote, compensate, develop and retain employees. Chubb prohibits all unlawful discrimination, harassment and retaliation against any individual who reports discrimination or harassment. Minimum:Prior experience managing Information Security projectsBachelor's Degree in Computer Science, Engineering, or other Engineering or Technical discipline, or equivalent relevant experienceMinimum of 2 years' professional experience performing web application, API endpoint, and mobile (iOS & Android) penetration testingKnowledge of prioritizing remediation activities with operational teams through risk ratings of vulnerabilities and assetsKnowledge of industry standards regarding vulnerability management, including Common Vulnerabilities and Exposures (CVE) and Common Vulnerability Scoring System (CVSS)Knowledge of technology and security topics including network security, wireless security, application security, infrastructure hardening and security baselines, and web server and database securityKnowledge of penetration testing principles, tools, and techniquesWorking experience with industry frameworks (OWASP, OWASP API Security Top 10, OWASP Top 10 for Large Language Model (LLM) Applications, NIST, NIST AI Risk Management Framework, MITRE ATT&CK, etc.)Comfortable working outside their comfort zone with a willingness to learnExcellent verbal and written communication skillsStrong analytical skillsStrong team player with the ability to work independentlyStrong project management skills and ability to multi-taskSelf-motivated with strong initiativeKnowledge of computer networking concepts and protocols, and application security methodologiesSkill in performing impact/risk assessmentsFamiliarity with modern application architectures, including cloud-native (AWS, Azure, GCP), containerized (Docker, Kubernetes), microservices, and API-first (REST, GraphQL, gRPC) designsFoundational understanding of AI/ML and generative AI security risks (e.g., prompt injection, model manipulation, sensitive data leakage) is a plusNice To Have:Strong understanding of secure SDLC, exploit/attack techniques, and core networking, application, and OS concepts, with the ability to manipulate application logic, bypass security controls, and develop exploitsExperience scoping and leading engagements end-to-end — from kickoff through remediation tracking — and improving testing efficiency through automation, tooling, and process improvementsProficient with industry-standard tools across categories: Kali Linux, Metasploit, Nmap, Burp Suite/OWASP ZAP (web); Santoku, Genymotion, APKTool, JD-GUI (mobile); SQLMap, Semgrep, Snyk, Checkmarx/AppScan/Veracode (code); Postman/Insomnia (API); Trivy/Grype, Prowler/ScoutSuite (cloud & containers); and Garak/PyRIT (AI red-teaming)Skilled in identifying OWASP Top 10 (Web & Mobile), OWASP API Security Top 10, and OWASP LLM Top 10 vulnerabilities, and developing secure coding checklists based on OWASP ASVSExperience conducting full-scope assessments and penetration tests — web, mobile, API, social engineering, and server/client-side attacks — including mobile reverse engineering (hardcoded credentials, SQLi, keychain exposure, anti-emulator/obfuscation bypass)Experience assessing cloud-native and containerized applications (AWS, Azure, GCP, Docker, Kubernetes), modern CI/CD pipelines and Infrastructure as Code, and modern API architectures (REST, GraphQL, gRPC) including OAuth2/OIDC/JWT flawsExperience or working knowledge testing AI/ML and generative AI features for risks such as prompt injection, insecure output handling, training data poisoning, and sensitive data disclosure, aligned to the OWASP LLM Top 10 and MITRE ATLAS, plus working knowledge of securing AI agent/orchestration frameworks (LangChain, Semantic Kernel, AutoGen) and RAG vector databasesSkilled in code analysis, exploit development, and using attacker tools/tactics/procedures to identify, validate, and demonstrate vulnerabilities an adversary could exploitAbility to analyze findings (including root cause analysis), risk-rate vulnerabilities by actual business impact, and prioritize key risk areasAbility to document findings clearly, including reproduction steps, and produce comprehensive, accurate penetration test reportsAbility to research and recommend practical short- and long-term remediations, and communicate findings and strategy effectively to both technical and executive stakeholdersExperience working closely with development teams to track remediation through to production deployment, maintain vulnerability status dashboards, and follow up on overdue items to meet compliance timelinesPreferred certifications: OSCP, OSWE, GWAPT, GPEN, CEH, GCPN, CCSP, or equivalent AI/ML security credentialsStrong communicator and collaborative team player, able to adapt and reprioritize as project needs shiftFull timePosting Date: 2026-08-24
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