Senior Offensive Engineer & Tooling Lead

CVS Health; New York (NY); Hybrid; USD 144,000 - 288,000; Full time

Job summary

CVS Health in New York seeks a Principal Engineer to lead the offensive tooling ecosystem and drive advanced adversarial operations across the enterprise.

This hands-on role combines player/coach responsibilities with mentoring, delivering scalable red team engagements and translating findings into defensive improvements. The position collaborates with security, engineering, and threat intel teams to elevate technical standards and enterprise priorities.

Qualifications

• 10+ years in information security and/or cybersecurity.
• 7+ years in offensive operations and tactics.
• 5+ years building or utilizing offensive tooling in real-world environments.
• 3+ years leading complex technical engagements.
• 3+ years in programming/scripting languages such as Python, C/C++, C#, PowerShell, Golang.
• 3+ years in technical writing and post-engagement debriefs.

Responsibilities

• Lead the development, integration, and evolution of offensive tooling and supporting capabilities.
• Establish and promote best practices for tooling design, automation, and technical standards.
• Evaluate and incorporate emerging technologies into offensive operations.
• Lead or support complex adversary emulation and red team engagements.
• Design and execute advanced testing scenarios across enterprise and cloud environments.
• Ensure high-quality technical execution and repeatable methodologies.
• Act as a senior technical leader and mentor for offensive operators and engineers.
• Provide guidance on tradecraft, tooling usage, and technical problem-solving.
• Contribute to development of standardized approaches and internal knowledge sharing.
• Partner with security, engineering, and threat intelligence teams to translate offensive findings into defensive improvements.
• Support alignment of offensive capabilities with business and security priorities.
• Research emerging threats, attack techniques, and technologies.
• Contribute to continuous improvement of offensive capabilities and methodologies.

Skills

Information Security

Offensive Operations

Offensive Tooling

Technical Leadership

Programming/Scripting

Technical Writing

Education

Bachelor's degree

Tools

Python

C/C++

C#

PowerShell

Golang

Job description

CVS Health in New York seeks a Principal Engineer to lead the offensive tooling ecosystem and drive advanced adversarial operations across the enterprise.

This hands-on role combines player/coach responsibilities with mentoring, delivering scalable red team engagements and translating findings into defensive improvements. The position collaborates with security, engineering, and threat intel teams to elevate technical standards and enterprise priorities.