Senior Offensive Engineer & Tooling Lead

Cyber Security Jobs; Oregon; On-site; USD 144,000 - 288,000; Full time

Job summary

CVS Health is seeking a Principal Engineer for Offensive Operations to lead the tooling ecosystem and drive advanced adversarial engagements. This hands-on leader will mentor operators, design scalable offensive capabilities, and align efforts with enterprise security priorities.

The role demands 10+ years in information security, 7+ years in offensive ops, and strong leadership across complex red/purple team engagements, across enterprise and cloud environments.

Qualifications

• 10+ years of experience in Information Security and/or Cybersecurity.
• 7+ years of direct experience in offensive operations and tactics.
• 5+ years of experience building or utilizing offensive tooling in real-world environments.
• 3+ years of experience leading complex technical engagements.
• 3+ years of experience in programming/scripting languages (e.g., 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 and techniques 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 Ops

Adversary Emulation

Technical Leadership

Programming Languages

Education

Bachelor's degree

Tools

Offensive tooling

Job description

CVS Health is seeking a Principal Engineer for Offensive Operations to lead the tooling ecosystem and drive advanced adversarial engagements. This hands-on leader will mentor operators, design scalable offensive capabilities, and align efforts with enterprise security priorities.

The role demands 10+ years in information security, 7+ years in offensive ops, and strong leadership across complex red/purple team engagements, across enterprise and cloud environments.