1

Trainee Offensive Security Engineer Jobs (NOW HIRING)

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

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

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

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 ...

The Mission Praetorian is an expert-driven offensive security company. Our mission is to prevent ... You're in the work - raising the bar on delivery, developing the engineers around you, and holding ...

This role will ensure offensive security services evolve from point-in-time testing toward a ... Partner with vulnerability management, product security, engineering, and infrastructure teams to ...

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 ...

next page

Showing results 1-20

Trainee Offensive Security Engineer information

See salary details

$61.5K

$152.8K

$205.5K

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

As of Jun 6, 2026, the average yearly pay for trainee 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 does a Trainee Offensive Security Engineer do?

A Trainee Offensive Security Engineer is an entry-level cybersecurity professional who learns to identify and exploit security vulnerabilities in computer systems, networks, and applications. Their primary role involves assisting more experienced engineers in tasks such as penetration testing, vulnerability assessments, and security audits. They also learn how to document findings, report security issues, and suggest improvements to strengthen defenses. This position is typically a stepping stone into more advanced offensive security roles, with a strong focus on hands-on learning and professional development.

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

AspectTrainee Offensive Security EngineerJunior Penetration Tester
CertificationsBasic security certifications (e.g., CompTIA Security+)Certifications like OSCP or CEH are common but not mandatory
Work EnvironmentHands-on security testing, vulnerability assessments, learning offensive techniquesPerforming penetration tests, vulnerability scans, reporting
Industry UsageEntry-level role in cybersecurity teams focusing on offensive securityEntry-level security testing role, often in consulting firms or internal security teams

The Trainee Offensive Security Engineer is an entry-level role focused on learning offensive security techniques, often involving hands-on vulnerability testing and security assessments. The Junior Penetration Tester also performs security testing but may have a narrower scope. Both roles are suitable for those starting in cybersecurity, with the trainee position emphasizing broader offensive skills development.

What are the key skills and qualifications needed to thrive as a Trainee Offensive Security Engineer, and why are they important?

To thrive as a Trainee Offensive Security Engineer, you need a foundational understanding of computer networks, operating systems, cybersecurity principles, and often a relevant degree or certification such as CompTIA Security+ or OSCP. Familiarity with penetration testing tools like Metasploit, Burp Suite, and Kali Linux, as well as basic scripting skills, is typically required. Strong problem-solving abilities, analytical thinking, and effective communication are essential soft skills for success in this field. These skills and qualities are vital to identify vulnerabilities, report findings clearly, and contribute to the organization’s overall security posture.

What are some common challenges faced by Trainee Offensive Security Engineers during their initial projects?

Trainee Offensive Security Engineers often encounter challenges such as adapting to rapidly evolving security tools and understanding complex network environments. Balancing the need for thorough documentation with the fast-paced nature of penetration testing can also be demanding. Additionally, collaborating with experienced team members and communicating findings to non-technical stakeholders are important skills that may require practice. Supportive mentorship and hands-on learning opportunities within the team can help overcome these initial hurdles.
More about Trainee Offensive Security Engineer jobs
What cities are hiring for Trainee Offensive Security Engineer jobs? Cities with the most Trainee Offensive Security Engineer job openings:
What are the most commonly searched types of Offensive Security Engineer jobs? The most popular types of Offensive Security Engineer jobs are:
What states have the most Trainee Offensive Security Engineer jobs? States with the most job openings for Trainee Offensive Security Engineer jobs include:
What job categories do people searching Trainee Offensive Security Engineer jobs look for? The top searched job categories for Trainee Offensive Security Engineer jobs are:
Infographic showing various Trainee Offensive Security Engineer job openings in the United States as of May 2026, with employment types broken down into 1% Internship, 84% Full Time, 9% Part Time, and 6% Temporary. Highlights an 96% Physical, 2% Hybrid, and 2% Remote job distribution, with an average salary of $152,773 per year, or $73.4 per hour.
Offensive Security Engineer

Offensive Security Engineer

DataAnnotation

Honolulu, HI • 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.

#cybersecurity #J-18808-Ljbffr