Senior Offensive Engineer & Tooling Lead

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

Benefits offered by this job

Comprehensive benefits package

Job summary

CVS Health is seeking a Principal Engineer to lead offensive operations and evolve the tooling ecosystem. You will work hands-on as a player/coach on red and purple team engagements, mentoring operators and delivering high‑quality technical execution.

You will collaborate with security, engineering, and threat intelligence teams to translate findings into defensive improvements and ensure offensive capabilities scale with enterprise priorities.

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 in one or more 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

Offensive operations

Leadership

Python

C/C++

C#

PowerShell

Golang

Technical writing

Adversary emulation

Threat modeling

Education

Bachelor's degree

Job description

CVS Health is seeking a Principal Engineer to lead offensive operations and evolve the tooling ecosystem. You will work hands-on as a player/coach on red and purple team engagements, mentoring operators and delivering high‑quality technical execution.

You will collaborate with security, engineering, and threat intelligence teams to translate findings into defensive improvements and ensure offensive capabilities scale with enterprise priorities.