Senior Adversary Simulation Engineer

Relha LLC; New York (NY); On-site; USD 83,000 - 222,000; Full time

Job summary

CVS Health in New York seeks a Senior Adversary Operations Engineer to lead advanced penetration testing and adversary emulation across enterprise and cloud environments. You will design attack paths, deliver actionable findings, and drive remediation with business impact in mind.

Collaborate with blue teams, SOC, and incident response to improve detection, telemetry, and response workflows. Strong automation via Python/PowerShell and security tooling is expected to accelerate testing and threat

Qualifications

• 5+ years of hands-on experience in penetration testing, red teaming, or offensive security.
• 3+ years of experience in Kali Linux, Metasploit, Nmap, Burp Suite, and/or other related tools.
• 3+ years of experience in scripting languages (Python, PowerShell, Bash,etc).
• 3+ years of experience with cloud security (AWS, Azure, GCP) and container security.

Responsibilities

• Penetration Testing & Adversary Emulation
• Conduct internal and external penetration tests to identify and exploit vulnerabilities.
• Develop and execute adversary emulation scenarios to assess the effectiveness of the organization’s detection and response capabilities.
• Utilize and maintain a comprehensive suite of penetration testing tools, including Kali Linux, Metasploit, Nmap, and custom scripts.
• Create detailed reports with findings and actionable recommendations for remediation.
• Work closely with blue teams to design and execute purple team exercises that bridge offensive and defensive security efforts.
• Provide actionable insights to improve security monitoring, alerting, and incident response based on penetration testing results.
• Facilitate knowledge-sharing sessions to upskill internal teams on adversary tactics, techniques, and procedures (TTPs).
• Security Strategy & Risk Management
• Contribute to the development of a comprehensive adversary operations strategy aligned with organizational risk management goals.
• Provide executive leadership with detailed reports on security gaps, risks, and the effectiveness of security controls.
• Prioritize remediation efforts based on risk impact and operational feasibility.
• Tool Development & Automation
• Automate common penetration testing tasks using Python, PowerShell, or Bash scripting to increase efficiency.
• Contribute to the development of custom tools for red teaming and penetration testing.
• Assist the incident response team by providing adversary tactics insights during active investigations.
• Collaborate on developing threat-hunting use cases and refining detection capabilities based on attack simulations.

Skills

Penetration testing

Red teaming

Offensive security

Cloud security

Container security

Education

Bachelor’s degree or equivalent experience

Tools

Kali Linux

Metasploit

Nmap

Burp Suite

Python

PowerShell

Bash

AWS

Azure

GCP

Job description

CVS Health in New York seeks a Senior Adversary Operations Engineer to lead advanced penetration testing and adversary emulation across enterprise and cloud environments. You will design attack paths, deliver actionable findings, and drive remediation with business impact in mind.

Collaborate with blue teams, SOC, and incident response to improve detection, telemetry, and response workflows. Strong automation via Python/PowerShell and security tooling is expected to accelerate testing and threat