Senior Security Engineer, Offensive Security

Datadog is the leading observability and security platform for the AI era, providing unified visibility across the technology stack. We are looking for a Senior Security Engineer to join our Offensive Security team. In this role, you will plan and execute red team engagements, build custom offensive tooling, and take an AI-first approach to offensive security engineering.

• Plan and execute red team engagements end-to-end, simulating real-world threat actors across cloud infrastructure (AWS, GCP), Kubernetes, CI/CD pipelines, and corporate environments.
• Build and maintain custom offensive tooling, automation frameworks, and engagement infrastructure.
• Develop custom payloads and evasion capabilities tailored to Datadog's environment and modern defensive controls (EDR, SIEM, network monitoring).
• Improve efficiency of offensive operations through automation and AI.
• Partner with Detection & Response on purple team exercises.
• Translate offensive findings into concrete improvements.

• 5+ years of hands-on experience in offensive security (red teaming, penetration testing, or adversary simulation).
• Write production-quality code (Python, Go, or similar).
• Deep expertise in at least two of: macOS security, Linux security, cloud platforms (AWS, GCP, Azure), Kubernetes, or CI/CD pipelines.
• Experience developing evasion techniques against modern defensive controls.
• Strong communication skills.

• New hire stock equity (RSUs) and employee stock purchase plan (ESPP).
• Continuous professional development, product training, and career pathing.
• Intradepartmental mentor and buddy program.
• Free, global mental health benefits for employees and dependents age 6+.
• Competitive global benefits.

Datadog offers a competitive salary and equity package, including healthcare, dental, parental planning, mental health benefits, 401(k) plan and match, paid time off, fitness reimbursements, and a discounted employee stock purchase plan. The reasonably estimated yearly salary for this role is $195,000—$240,000 USD.