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Weekend Offensive Security Engineer Jobs in New York

CoreWeave

Offensive Security Engineer

Livingston, NJ · On-site

$165K - $242K/yr

As an Offensive Security Engineer at CoreWeave, you will lead efforts to identify and mitigate security risks across internal and external systems. You'll perform penetration testing, conduct threat ...

Humana

Lead, Offensive Security

New York, NY · Remote

This requires a production software engineering mindset, not proof-of-concept scripting. Your first ... Offensive Security identifies weaknesses so the business can fix them before adversaries exploit ...

Humana

Lead, Offensive Security

New York, NY · Remote

This requires a production software engineering mindset, not proof-of-concept scripting. Your first ... Offensive Security identifies weaknesses so the business can fix them before adversaries exploit ...

Humana

Lead, Offensive Security

New York, NY · Remote

This requires a production software engineering mindset, not proof-of-concept scripting. Your first ... Offensive Security identifies weaknesses so the business can fix them before adversaries exploit ...

Cloaked

Staff Offensive Security Engineer

New York, NY · On-site

$200K - $250K/yr

We are looking for a Staff Offensive Security Engineer to operate as a persistent, advanced threat against our own infrastructure. We do not want automated reports. We want custom exploit development ...

Rogo

Staff Security Engineer, Product

New York, NY · On-site

$270K - $330K/yr

The Role As a Staff Security Engineer at Rogo, you'll be our hands-on offensive security practitioner, focused on breaking our products before adversaries do. You'll conduct deep-dive penetration ...

Libertas Funding

Principal Security Engineer

Greenwich, CT · On-site

$160K - $225K/yr

We are hiring a Principal Security Engineer to own security as an engineering discipline, across ... Apply offensive-security skills including thread modeling, penetration testing and vulnerability ...

Libertas Funding

Principal Security Engineer

Greenwich, CT · Remote

$160K - $225K/yr

We are hiring a Principal Security Engineer to own security as an engineering discipline, across ... Apply offensive-security skills including thread modeling, penetration testing and vulnerability ...

Pensar

Security Research Engineer

New York, NY · On-site

$120K - $175K/yr

We are seeking a Security Research Engineer to operate as a hybrid Forward Deployed Engineer and ... In parallel, you'll drive original offensive and open source security research, and feed everything ...

Method Security

Security Engineer

New York, NY · On-site

$140K - $190K/yr

Role Overview As a Security Engineer at Method Security, you will be instrumental in expanding the ... Build and extend defensive and offensive security-focused tools and workflows that enhance the ...

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Weekend Offensive Security Engineer information

What is the difference between Weekend Offensive Security Engineer vs Penetration Tester?

AspectWeekend Offensive Security EngineerPenetration Tester
CertificationsOSCP, CEH, GPENOSCP, CEH, GPEN
Work EnvironmentPart-time, project-based, often remoteFull-time, consulting or in-house roles
Industry UsageSecurity firms, tech companies, freelanceSecurity firms, consulting, internal security teams

The Weekend Offensive Security Engineer and Penetration Tester roles share similar certifications and skills, focusing on identifying vulnerabilities. However, the Weekend Offensive Security Engineer typically works part-time or on a flexible schedule, often remotely, while Penetration Testers usually hold full-time positions. Both roles are vital in cybersecurity, but the engineer role emphasizes a flexible, project-based approach, whereas Penetration Testers often work within organizations or consulting firms on scheduled assessments.

What are the most commonly searched types of Offensive Security Engineer jobs in New York? The most popular types of Offensive Security Engineer jobs in New York are:
What are popular job titles related to Weekend Offensive Security Engineer jobs in New York? For Weekend Offensive Security Engineer jobs in New York, the most frequently searched job titles are:
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What cities in New York are hiring for Weekend Offensive Security Engineer jobs? Cities in New York with the most Weekend Offensive Security Engineer job openings:
Weekend Offensive Security Engineer jobs near you

Senior Security Engineer, Offensive Security

Datadog

New York, NY • Hybrid

$125K - $171K/yr

Other

Re-posted 7 days ago

Datadog rating

9.6

Company rating: 9.6 out of 10

Based on 6 frontline employees who took The Breakroom Quiz

1st of 481 rated business services

Job description

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.

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