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Director Offensive Security Engineer Jobs (NOW HIRING)

DataAnnotation

Offensive Security Engineer

Brooklyn, NY · Remote

$40/hr

... and offensive security techniques Design and solve security-focused technical problems used to ... engineering, DFIR, malware analysis, threat intelligence, or similar) Some coding experience ...

DataAnnotation

Offensive Security Engineer

Honolulu, HI · Remote

$40/hr

... and offensive security techniques Design and solve security-focused technical problems used to ... engineering, DFIR, malware analysis, threat intelligence, or similar) Some coding experience ...

DataAnnotation

Offensive Security Engineer

Florida, NY · Remote

$40/hr

... and offensive security techniques Design and solve security-focused technical problems used to ... engineering, DFIR, malware analysis, threat intelligence, or similar) Some coding experience ...

DataAnnotation

Offensive Security Engineer

Topeka, KS · Remote

$40/hr

... and offensive security techniques Design and solve security-focused technical problems used to ... engineering, DFIR, malware analysis, threat intelligence, or similar) Some coding experience ...

College Board

Lead Offensive Security Engineer

About the Opportunity The College Board is seeking a Lead Offensive Security Engineer who will serve as the technical leader of our Red Team capability. In partnership with leadership, who sets the ...

Praetorian

Offensive Security Manager

You're in the work - raising the bar on delivery, developing the engineers around you, and holding ... direct reports. You run toward hard problems rather than around them. You prioritize customer ...

Teleport

Offensive Security Engineer, Red Team

$175K - $258K/yr

About the Role We are looking for an Offensive Security Engineer to work on Teleport's Red Team. You will develop a strong understanding of our cloud and corporate infrastructure and use that ...

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How much do director offensive security engineer jobs pay per year?

As of Jun 6, 2026, the average yearly pay for director offensive security engineer in the United States is $152,773.00, according to ZipRecruiter salary data. Most workers in this role earn between $143,000.00 and $158,500.00 per year, depending on experience, location, and employer.

What is the difference between Director Offensive Security Engineer vs Security Architect?

AspectDirector Offensive Security EngineerSecurity Architect
CertificationsOSCP, CISSP, CEHCISSP, SABSA, TOGAF
Work EnvironmentLeading offensive security teams, penetration testing, red teamingDesigning security frameworks, architecture, and policies
Employer & Industry UsageTech companies, cybersecurity firms, government agenciesOrganizations seeking secure infrastructure, enterprise IT

The main difference is that the Director Offensive Security Engineer focuses on offensive security operations like penetration testing and red teaming, while the Security Architect designs overall security frameworks and infrastructure. Both roles require certifications like CISSP, but their responsibilities and focus areas differ significantly.

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Director Offensive Security Engineer jobs near you
Offensive Security Engineer

Offensive Security Engineer

DataAnnotation

Oklahoma City, OK • Remote

$40/hr

Full-time, Part-time

This job post has expired today. Applications are no longer accepted.

Job description

We are looking for experienced cybersecurity professionals to join our team to help train AI models. In this role, you will evaluate AI-generated security content, solve technical cybersecurity problems, and provide feedback to improve how AI systems reason about real-world threats and defenses. Cybersecurity platforms are increasingly powered by AI, but these systems still require practitioners with real-world experience to validate their outputs.

You will work directly with advanced AI models to assess their accuracy, strengthen their reasoning, and contribute to building more reliable tools for the cybersecurity industry. Benefits This is a full-time or part-time REMOTE position You'll be able to choose which projects you want to work on You can work on your own schedule Projects are paid hourly starting at $40+ USD per hour Work from anywhere in the US, Canada, UK, Ireland, Australia, and New Zealand Responsibilities Evaluate AI-generated cybersecurity content, including threat analysis, vulnerability assessments, and offensive security techniques Design and solve security-focused technical problems used to train AI systems Write clear technical explanations and security-relevant code Provide feedback that directly shapes the next generation of AI security models Qualifications 2+ years of hands‐on experience in cybersecurity (e.g., penetration testing, red teaming, incident response, detection engineering, DFIR, malware analysis, threat intelligence, or similar) Some coding experience required Fluency in English (native or bilingual level) Strong writing and analytical skills A bachelor's degree is preferred Cybersecurity certifications are a plus (e.g., OSCP, CRTO, GREM, GCFA, CEH) Notes To get started, you will complete a short assessment. If successful, you will gain access to paid work through our platform.

Payment is made via PayPal. We will never ask for any money from you. This role is only available to candidates in the US, Canada, UK, Ireland, Australia, and New Zealand.

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