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Offensive Security Jobs (NOW HIRING)

Humana

Senior Engineer, Offensive Security

New York, NY · On-site

$125K - $171K/yr

As Senior Offensive Security Engineer, AI-Driven Red Team & Tooling, you'll build the AI and agentic tooling that makes our offensive operations faster and broader, then prove it where it counts, on ...

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

Senior Engineer, Offensive Security

Washington, DC · On-site

$129K - $177K/yr

As Senior Offensive Security Engineer, AI-Driven Red Team & Tooling, you'll build the AI and agentic tooling that makes our offensive operations faster and broader, then prove it where it counts, on ...

Humana

Senior Engineer, Offensive Security

Boston, MA · On-site

$124K - $170K/yr

As Senior Offensive Security Engineer, AI-Driven Red Team & Tooling, you'll build the AI and agentic tooling that makes our offensive operations faster and broader, then prove it where it counts, on ...

Humana

Senior Engineer, Offensive Security

Miami, FL · On-site

$109K - $150K/yr

As Senior Offensive Security Engineer, AI-Driven Red Team & Tooling, you'll build the AI and agentic tooling that makes our offensive operations faster and broader, then prove it where it counts, on ...

Humana

Senior Engineer, Offensive Security

Miami, FL · On-site

$109K - $150K/yr

As Senior Offensive Security Engineer, AI-Driven Red Team & Tooling, you'll build the AI and agentic tooling that makes our offensive operations faster and broader, then prove it where it counts, on ...

Humana

Senior Engineer, Offensive Security

Tampa, FL · On-site

$108K - $148K/yr

As Senior Offensive Security Engineer, AI-Driven Red Team & Tooling, you'll build the AI and agentic tooling that makes our offensive operations faster and broader, then prove it where it counts, on ...

Humana

Senior Engineer, Offensive Security

Chicago, IL · On-site

$118K - $161K/yr

As Senior Offensive Security Engineer, AI-Driven Red Team & Tooling, you'll build the AI and agentic tooling that makes our offensive operations faster and broader, then prove it where it counts, on ...

Humana

Senior Engineer, Offensive Security

New York, NY · On-site

$125K - $171K/yr

As Senior Offensive Security Engineer, AI-Driven Red Team & Tooling, you'll build the AI and agentic tooling that makes our offensive operations faster and broader, then prove it where it counts, on ...

Humana

Senior Engineer, Offensive Security

Dallas, TX · On-site

$113K - $155K/yr

As Senior Offensive Security Engineer, AI-Driven Red Team & Tooling, you'll build the AI and agentic tooling that makes our offensive operations faster and broader, then prove it where it counts, on ...

CoreWeave

Offensive Security Engineer

Sunnyvale, CA

$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 ...

Ivanti

Senior Offensive Security Engineer

OR · On-site +1

$114K - $156K/yr

Are you an experienced Senior Offensive Security Engineer that wants to work with cutting-edge cybersecurity technologies and contribute to enhancing our overall security posture? At Ivanti, we work ...

Humana

Senior Engineer, Offensive Security

Dallas, TX · On-site

$113K - $155K/yr

As Senior Offensive Security Engineer, AI-Driven Red Team & Tooling, you'll build the AI and agentic tooling that makes our offensive operations faster and broader, then prove it where it counts, on ...

Humana

Senior Engineer, Offensive Security

Dallas, TX · On-site

$113K - $155K/yr

As Senior Offensive Security Engineer, AI-Driven Red Team & Tooling, you'll build the AI and agentic tooling that makes our offensive operations faster and broader, then prove it where it counts, on ...

Humana

Senior Engineer, Offensive Security

Miami, FL · On-site

$109K - $150K/yr

As Senior Offensive Security Engineer, AI-Driven Red Team & Tooling, you'll build the AI and agentic tooling that makes our offensive operations faster and broader, then prove it where it counts, on ...

Humana

Senior Engineer, Offensive Security

Boston, MA · On-site

$124K - $170K/yr

As Senior Offensive Security Engineer, AI-Driven Red Team & Tooling, you'll build the AI and agentic tooling that makes our offensive operations faster and broader, then prove it where it counts, on ...

Apple

Offensive Security Researcher, SEAR

Cupertino, CA · On-site

You will join a team working with world-class offensive security researchers. The work is critical directly shapes the security posture of Apple. You will conduct offensive research into AI-specific ...

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Offensive Security information

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How much do offensive security jobs pay per year?

As of Jul 23, 2026, the average yearly pay for offensive security in the United States is $132,962.00, according to ZipRecruiter salary data. Most workers in this role earn between $111,000.00 and $150,000.00 per year, depending on experience, location, and employer.

What is an Offensive Security job?

An Offensive Security job involves proactively identifying and exploiting security vulnerabilities in systems, networks, and applications to help organizations strengthen their defenses. Professionals in this field, such as ethical hackers and penetration testers, simulate real-world cyberattacks to find weaknesses before malicious actors can exploit them. They use various tools, techniques, and frameworks to assess security risks, provide recommendations, and improve overall cybersecurity posture. Offensive security experts often work for security firms, enterprises, or government agencies to ensure robust digital protection.

What is the job description of offensive security?

Offensive security involves simulating cyberattacks to identify vulnerabilities in computer systems and networks. Professionals in this field perform penetration testing, exploit development, and vulnerability assessments using tools like Kali Linux and Metasploit, often holding certifications such as OSCP. The role requires strong knowledge of networking, security protocols, and programming skills to help organizations improve their defenses.

How much do offensive security specialists make?

Offensive security specialists, also known as penetration testers or ethical hackers, typically earn between $70,000 and $130,000 annually, depending on experience, certifications like OSCP or CEH, and the complexity of the security environment. Senior professionals with advanced skills and certifications can earn higher salaries, especially in high-demand industries or locations with a strong cybersecurity market.

What does a typical day look like for someone working in Offensive Security?

A typical day in Offensive Security involves conducting penetration tests, vulnerability assessments, and red teaming exercises to identify and exploit potential weaknesses in systems and networks. You may spend time analyzing findings, preparing detailed reports, and collaborating with IT teams to discuss remediation strategies. The role often requires staying current with emerging threats and tools, as well as participating in team meetings to review attack simulations or incident scenarios. Regular communication with clients or internal stakeholders is also common to explain technical concepts in an accessible way. The dynamic nature of the work keeps each day interesting and fosters continuous learning and problem-solving.

Can I make $200,000 a year in cyber security?

Offensive security professionals, such as penetration testers and ethical hackers, can potentially earn $200,000 or more annually with extensive experience, advanced certifications like OSCP or CISSP, and specialized skills in tools like Kali Linux and Metasploit. High salaries are often found in senior roles, consulting, or in organizations with complex security needs, but reaching this level typically requires years of expertise and a strong professional reputation.

Is 40 too old for cyber security?

Offensive security professionals can be successful at any age, as the field values skills, certifications, and experience over youth. Many individuals transition into cybersecurity later in life, bringing valuable problem-solving and analytical skills. Continuous learning and staying current with tools like penetration testing frameworks are important regardless of age.

What are the key skills and qualifications needed to thrive in the Offensive Security position, and why are they important?

To thrive as an Offensive Security professional, you need a deep understanding of networks, operating systems, penetration testing methodologies, and typically hold a degree in computer science or a related field. Familiarity with tools such as Metasploit, Burp Suite, Nmap, as well as certifications like OSCP or CEH, is often required. Strong analytical thinking, attention to detail, effective communication, and ethical judgment are essential soft skills. These abilities are crucial for identifying vulnerabilities, communicating risks, and helping organizations improve their security posture.

More about Offensive Security jobs
What cities are hiring for Offensive Security jobs? Cities with the most Offensive Security job openings:
What states have the most Offensive Security jobs? States with the most job openings for Offensive Security jobs include:
What job categories do people searching Offensive Security jobs look for? The top searched job categories for Offensive Security jobs are:
Offensive Security jobs near you
Infographic showing various Offensive Security job openings in the United States as of July 2026, with employment types broken down into 92% Full Time, 5% Part Time, 1% Temporary, and 2% Contract. Highlights an 97% Physical, 1% Hybrid, and 2% Remote job distribution, with an average salary of $132,962 per year, or $63.9 per hour.
Senior Security Engineer, Offensive Security

Senior Security Engineer, Offensive Security

Datadog

New York, NY • Hybrid

$125K - $171K/yr

Other

Posted 23 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 454 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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