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Trainee Offensive Security Engineer Jobs (NOW HIRING)

Ivanti

Senior Offensive Security Engineer

$117K - $160K/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 ...

Huntress

Senior Offensive Security Engineer

Columbia, MD · Remote

$170K - $185K/yr

Senior Offensive Security Engineer Reports to: Director, Product Security and Incident Response Location: Remote Compensation Range: $170,000.00 to $185,000.00 base plus bonus and equity What We Do:

Huntress

Senior Offensive Security Engineer

$170K - $185K/yr

Senior Offensive Security Engineer Reports to: Director, Product Security and Incident Response Location: Remote Compensation Range: $170,000.00 to $185,000.00 base plus bonus and equity What We Do:

DataAnnotation

Offensive Security Engineer

Nashville, TN · 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

Phoenix, AZ · 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

Manhattan, 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

Denver, CO · 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 ...

SPAN

Sr. Offensive Security Engineer

San Francisco, CA · On-site

$138K - $184K/yr

Designing a flexible and distributed electrical grid The Role We are looking for a hands-on individual with an offensive security engineering mindset to join us as a Senior Offensive Security ...

New

DataAnnotation

Offensive Security Engineer

Lincoln, NE · 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

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 ...

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Trainee Offensive Security Engineer information

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$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.
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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:
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Trainee Offensive Security Engineer jobs near you
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.

Senior Offensive Security Engineer

Chime Financial, Inc

San Francisco, CA • Hybrid

$134K - $185K/yr

Other

Posted 8 hours ago

Job description

About the role

We are seeking a Senior Security Engineer to build and lead our Offensive Security program. In this role, you will attack Chime's services, applications, and infrastructure to discover security issues and report them to our internal technology teams. This position will offer you the opportunity to grow your technical and leadership skills while being part of a collaborative and dynamic team that finds joy in problem-solving and innovating together at Chime.

The ideal candidate will be an offensive cybersecurity professional with a passion for analyzing codebases, testing hypotheses, and designing tools to impact web applications and their infrastructure. This Engineer will work closely with teams throughout Information Security, as well as provide technical leadership and advice to teams and leaders throughout Chime. You will be in direct contact with teams in a variety of business verticals, giving you first hand knowledge about how Chime is built and how it operates at a deep, technical level. Additionally, you will leverage the knowledge you gain about Chime to find new ways to break services, processes, and infrastructure throughout the company.

We're a small, dedicated team that's always thinking of innovative ways to tackle challenging security problems. We take on ambitious projects that have a significant impact on our members and help build a strong security culture within our company. The team encourages discussing the problems we are solving, the methods we use, and celebrating our accomplishments through public blogs and at conferences. If these resonate with the way you work, we'd love to hear from you.

The base salary offered for this role and level of experience will begin at $181,000 and up to $250,000. Full-time employees are also eligible for a bonus, competitive equity package, and benefits. The actual base salary offered may be higher, depending on your location, skills, qualifications, and experience.

In this role, you can expect to
  • Independently manage complete red team exercises.
  • Partner with Engineering, Product, IT, and other business functions to drive security improvement across the organization
  • Research emerging attack vectors, vulnerabilities and techniques
  • Utilize your offensive skills to identify weaknesses and build defenses against those who may point their attacks at Chime
  • Develop custom payloads and exploits
  • Emulate adversaries like cybercriminals and insider threats by attacking web applications, cloud platforms and supporting services(Kubernetes / Container Orchestration platforms etc.) 
  • Collaborate closely with detection engineers to build high fidelity alerting based on emerging attack vectors and tactics, techniques and procedures
  • Participate in purple-team exercises to mature the security program
To thrive in this role, you have
  • 4+ years of combined experience in either an offensive security, red teaming, or application security role.
  • Experience in conducting surreptitious cloud based attacks
  • Experience with developing custom tools and payloads which bypass defensive products, and remain undetected in a mature network environment
  • Ability to perform unsupervised red team engagements and experience with performing  adversarial simulation
  • Ability to explain vulnerabilities and weaknesses to non-technical stakeholders
  • (Nice to have) Relevant certifications: OSCP (Offensive Security Certified Professional), OSCE (Offensive Security Certified Expert) and OSEE (Offensive Security Exploitation Expert), Certified Red Team Operator (CRTO), GIAC Red Team Professional certification (GRTP)

#LI-Hybrid #LI-JC1

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