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.
What this role actually needs.
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. Responsibilities: - 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 Requirements: - 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: - 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 Company context: Datadog operates a cloud observability and security platform with meaningful hiring across infrastructure, security, AI, and developer tooling.
Day-to-day expectations
Datadog lists these responsibilities for the Senior Security Engineer, Offensive Security role.
- 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
What a strong candidate brings
These requirements are extracted from the source listing and normalized for UpJobz readers.
- 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
Why people would want this job
Datadog published these compensation, benefits, or working-context details with the role.
- 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
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Source: careers.datadoghq.com · Source ID: 7871543 · Confidence: 93/100 · Last checked: May 7, 2026
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