AI Security Research & Red Team Engineer

location_on Hybrid · Posted Oct 21, 2026
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Cloudflare Greenhouse Board
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About the Role

About Us

At Cloudflare, we are on a mission to help build a better Internet. Today the company runs one of the world’s largest networks that powers millions of websites and other Internet properties for customers ranging from individual bloggers to SMBs to Fortune 500 companies. Cloudflare protects and accelerates any Internet application online without adding hardware, installing software, or changing a line of code. Internet properties powered by Cloudflare all have web traffic routed through its intelligent global network, which gets smarter with every request. As a result, they see significant improvement in performance and a decrease in spam and other attacks. Cloudflare was named to Entrepreneur Magazine’s Top Company Cultures list and ranked among the World’s Most Innovative Companies by Fast Company.

At Cloudflare, we’re not looking for people who wait for a polished roadmap; we’re looking for the builders who see the cracks in the Internet that everyone else has simply learned to live with. We value candidates who have the instinct to spot a "normalized" problem and the AI-native curiosity to create a solution using the latest tools. Our culture is built on iteration, leveraging AI to ship faster today to make it better tomorrow, while ensuring that every improvement, no matter how small, is shared across the team to lift everyone up. If you’re the type of person who values curiosity over bureaucracy, and that AI is a partner in solving tough problems to keep the Internet moving forward, you’ll fit right in.

The Role

We are seeking a highly skilled AI Security Research & Red team engineer to join our Red Team within the Security Threat Detection, Response and Emulation organization. This is a critical role that will be at the forefront of protecting our company and customers from malicious threats. You will be responsible for driving security research, exercises, and activities that emulate real world attackers and attacks to drive improvements in Cloudflare’s security posture focusing on AI, Agents, harnesses and LLM’s.

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Key Technical Responsibilities

  • check_circle AI Security and Vulnerability Research: Stay current with emerging threats and perform deep-dive research to identify AI-specific vulnerabilities and risks in addition to general vulnerabilities across Cloudflare’s products and services.
  • check_circle Agentic testing and adoption: As a core function, identifying AI-related attack surfaces through rigorous testing of agentic implementations and LLM usage which will help define requirements and implementation guidance while proactively.
  • check_circle Adversary Simulation: Execution of full-chain red team operations targeting Cloudflare’s global infrastructure, corporate networks, and product ecosystems.
  • check_circle Efficacy Testing: Establish a rigorous framework for testing "Security Efficacy"—measuring exactly how well our WAF, EDR, and SIEM detections perform against known TTPs (Tactics, Techniques, and Procedures).
  • check_circle Purple Teaming: Foster a highly collaborative relationship with the Blue Team (Detection & Response) to ensure findings are translated into immediate defensive improvements.
  • check_circle Mentorship & Growth: Be a technical leader, providing technical expertise while fostering a culture of curiosity, ethical hacking and partnering to improve Cloudflare’s security posture.
  • check_circle Executive Reporting: Translate complex technical exploits into risk-based narratives for leadership, helping prioritize engineering resources where they matter most.
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Prerequisites & Qualifications

  • check 4+ years in offensive security, application security or other relevant field
  • check Deep knowledge: AI, Coding agents, LLMs, prompt engineering, AI-related attack vectors (e.g., prompt injection, jailbreaking), and Agentic concepts all for use in the red team but also testing Cloudflare uses.
  • check Technical Roots: A strong background in manual penetration testing, exploit development, or cloud security (AWS/GCP/Bare Metal).
  • check Operational Mindset: Experience using the MITRE ATT&CK framework to map coverage and identify "blind spots" in defensive telemetry.
  • check Communication Skills: The ability to explain a complex "0-day" exploit to a non-technical stakeholder while maintaining the respect of a deep-dive engineering team.
  • check Tooling Familiarity: Knowledge of automated breach and attack simulation (BAS) tools, as well as custom-built frameworks for payload delivery and C2 infrastructure.
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About Cloudflare Greenhouse Board

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Cloudflare is a technology company that provides web infrastructure, security, content delivery network services, and DDoS mitigation. Operating via a hybrid work model, the organization manages its career opportunities and applicant tracking through the Greenhouse recruitment platform.

Engineering Culture: Cloudflare focuses on building a better, more secure Internet through scalable engineering and reliable infrastructure. The company's workplace philosophy supports a hybrid operating model designed to attract global talent while maintaining collaborative development standards.
AI Security Research & Red Team Engineer
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