Senior Security Engineer Offensive Security

Here at Datadog we think about offensive security a little bit differently. We embrace automation and AI to run adversary simulations continuously across a massive cloud-native environment and we expect our offensive engineers to build the tooling that makes that possible. We're looking for a Senior Security Engineer who can execute sophisticated red team operations write the code that scales them and take an AI-first approach to offensive security engineering.

At Datadog we place value in our office culture - the relationships and collaboration it builds and the creativity it brings to the table. We operate as a hybrid workplace to ensure our Datadogs can create a work-life harmony that best fits them.

What You'll Do:

• 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 treating offensive operations as a software engineering problem
• Develop custom payloads and evasion capabilities tailored to Datadog's environment and modern defensive controls (EDR SIEM network monitoring)
• Improve the efficiency of offensive operations through thoughtful use of automation and AI accelerating reconnaissance vulnerability analysis and reporting workflows
• Partner with the Detection & Response team on purple team exercises to validate detection logic improve alert fidelity and influence threat models
• Translate offensive findings into concrete improvements by working directly with defensive security and engineering teams to close gaps

Who You Are:

• You have 5+ years of hands-on experience in offensive security (red teaming penetration testing or adversary simulation) with a track record of operating against mature well-defended environments
• You write production-quality code (Python Go or similar) can build your own tools and automate your workflows rather than relying exclusively on off-the-shelf frameworks
• You have deep expertise in at least a two of the following areas: macOS security Linux security cloud platforms (AWS GCP Azure) Kubernetes or CI/CD pipelines
• You have experience developing evasion techniques against modern defensive controls and understand how detections work from the blue team side
• You have strong communication skills with the ability to convey complex offensive findings clearly and effectively to both technical and non-technical stakeholders
• You are comfortable operating with ambiguity scoping your own work identifying what matters most and driving projects from prototype to deployed and validated

Datadog values people from all walks of life. We understand not everyone will meet all the above qualifications on day one. That's okay. If you're passionate about technology and want to grow your skills we encourage you to apply.

Benefits and Growth:

• New hire stock equity (RSUs) and employee stock purchase plan (ESPP)
• Continuous professional development product training and career pathing
• Intradepartmental mentor and buddy program for in-house networking
• An inclusive company culture ability to join our Community Guilds (Datadog employee resource groups)
• Free global mental health benefits for employees and dependents age 6+
• Competitive global benefits

Benefits and Growth listed above may vary based on the country of your employment and the nature of your employment with Datadog.

#LI-Hybrid

What We Do

Datadog (NASDAQ: DDOG) is a global SaaS business delivering a rare combination of growth and profitability. We are on a mission to break down silos and solve complexity in the cloud age by enabling digital transformation cloud migration and infrastructure monitoring of our customers' entire technology stacks. Built by engineers for engineers Datadog is used by organizations of all sizes across a wide range of industries. Together we champion professional development diversity of thought innovation and work excellence to empower continuous growth. Join the pack and become part of a collaborative pragmatic and thoughtful people-first community where we solve tough problems take smart risks and celebrate one another.

Why Work With Us

At Datadog we learn from and celebrate each other daily - each win is a team win. Datadogs solve tough problems innovate pragmatically and grow together. We promote from within provide mentorship and opportunities for career development and support our colleagues in the process. Best of all? We truly love what we do.

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