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Offensive Security Engineer

WraithwatchUnited States🇺🇸United StatesPosted Feb 27, 2026

Why This Role Stands Out

Shape the future of AI-powered cybersecurity by joining Wraithwatch as an Offensive Security Engineer, where you'll directly contribute to cutting-edge defense systems and enjoy the flexibility of a remote work environment. This role is ideal for experienced penetration testers eager to blend their expertise with AI development and elevate an already impressive company's security posture. Embrace this exciting opportunity to grow your skills and make a significant impact.

Quick Overview

Seniority
Mid Senior
Employment type
Full Time
Work mode
Remote
Location
United States, United States
Posted
7 months ago
Machine LearningGenerative AIPenetration Testing

Job Description

Wraithwatch was founded by security engineers from SpaceX, Palantir, and Anduril to build the next generation of AI-powered cyber defense systems for the United States and its allies. We are deployed today to customers spanning Fortune 500, US Federal Government, commercial nuclear, aerospace, defense, maritime, and other emerging technology companies. Our core product is a cyber defense platform utilizing generative artificial intelligence agents to autonomously model a digital twin of an organization's entire IT and cybersecurity environment and analyze it for weaknesses, misconfigurations, and chains of possible attack.

As an offensive security engineer you will not only continuously harden Wraithwatch (the company and product) against advanced threats, you will also teach the system your expert attack tradecraft and have it evolve to execute it on its own.


Note: This is not a research position. You will be building and shipping things on the daily with the core product engineers.


Basic Qualifications

  • 5+ years professional experience conducting complex penetration testing assessments in commercial or government environments.

  • Deep, hands-on understanding of the current landscape of offensive cyber tradecraft (in memory, fileless attacks, beacon object files, malleable C2, modern initial access vectors, emerging EDR bypasses, etc).

  • Experience implementing or assisting with the implementation of enterprise / corporate security controls such as anti-malware policies, identity and access controls, detection engineering, device management, or similar.

  • Interest in adapting AI to red teaming / penetration testing use cases. This is a hard requirement.

Preferred Qualifications

  • Interest in modern machine learning or artificial intelligence capabilities, especially emerging subsets of Generative AI such as agentic behavior, tool calling, knowledge graph integration, retrieval augmented generation, etc.

  • Ability to deal with ambiguity and learn new technologies quickly.

Additional Requirements:

  • Willingness to work extended hours and weekends as needed.

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