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Our Heart At Work Behaviors™ support this purpose. We want everyone who works at CVS Health to feel empowered by the role they play in transforming our culture and accelerating our ability to innovate and deliver solutions to make health care more personal, convenient and affordable.

Position Summary

As a member of the enterprise penetration testing team within the broader Cyber Defense function, this role will be responsible for conducting application and infrastructure penetration tests to help strengthen the security of application and network assets.

• Conduct advanced penetration tests on web applications, mobile applications, network infrastructure, and cloud environments.
• Assist in scoping, executing and peer reviewing prospective change and operational assurance penetration testing engagements
• Understand and safely use various penetration testing tools and when appropriate, emulating hacker tactics, techniques, procedures
• Develop scripts, tools, or methodologies to enhance CVS's penetration testing processes
• Develop comprehensive and accurate reports and presentations for various consumers of penetration testing results.
• Keep up with the latest cybersecurity threats, vulnerabilities, and trends.
• Collaborate with other Cyber defense teams to help improve detection capabilities.

• 5+ years of overall experience & at least 3 years of hands-on experience in penetration testing applications and networks.
• One or more offensive security certifications such as OSCP, OSCE, OSWE, GMOB, GPEN or equivalent
• Experience with cloud environments (GCP, Azure, AWS), web and mobile applications.
• Deep understanding of network protocols, operating systems, and application technologies.
• Strong knowledge of tools used for wireless, web application, and network security testing
• Good understanding of Unix/Linux/Mac/Windows operating systems, including bash and PowerShell
• Shell scripting or automation of simple tasks using Perl, Python, or Ruby
• Demonstrated ability to work independently or as part of a team.
• Team player comfortable working in a dynamic environment
• Self-starter and capable individual contributor
• Ability to document and explain technical details to both technical & non-technical stakeholders

• In depth penetration testing of iOS and Android mobile applications.
• Background in software development, system, and network administration.
• Strong understanding of enterprise architecture, technologies authentication mechanisms.
• Good understanding of methods to secure microservices and APIs
• Strong understanding of networking, systems, and storage concepts, in Cloud environments (AWS, Azure, GCP) preferred.
• Knowledge of programming languages/ scripting tools including Python, Shell scripts for penetration testing
• Advanced knowledge of penetration testing methodologies, tools, and frameworks such as Kali, Metasploit, Burp, Frida, and others.
• Offensive Security Expertise: Demonstrated ability to design, execute, and manage complex red team operations, including network exploitation, social engineering, and advanced attack simulations against enterprise environments.
• Experience bypassing modern defense mechanisms (EDR, SIEM, firewalls, etc.) and deep knowledge of adversary tactics (e.g., MITRE ATT&CK)