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Offensive Security Engineer Remote Jobs in Boston, MA

Security Engineer

Boston, MA · Remote

$40/hr

Benefits This is a full-time or part-time REMOTE position You'll be able to choose which projects ... and offensive security techniques Design and solve security-focused technical problems used to ...

Benefits This is a full-time or part-time REMOTE position You'll be able to choose which projects ... and offensive security techniques Design and solve security-focused technical problems used to ...

Benefits This is a full-time or part-time REMOTE position You'll be able to choose which projects ... and offensive security techniques Design and solve security-focused technical problems used to ...

Cloud Security Engineer

Brockton, MA · Remote

$40 - $75/hr

Fully remote: work from anywhere in the US, Canada, UK, Ireland, Australia, and New Zealand ... and offensive security techniques -- for real-world accuracy and validity. * Design and solve ...

Cloud Security Engineer

Boston, MA · Remote

$40 - $75/hr

Fully remote: work from anywhere in the US, Canada, UK, Ireland, Australia, and New Zealand ... and offensive security techniques -- for real-world accuracy and validity. * Design and solve ...

Cloud Security Engineer

Lowell, MA · Remote

$40 - $75/hr

Fully remote: work from anywhere in the US, Canada, UK, Ireland, Australia, and New Zealand ... and offensive security techniques -- for real-world accuracy and validity. * Design and solve ...

Cloud Security Engineer

Lynn, MA · Remote

$40 - $75/hr

Fully remote: work from anywhere in the US, Canada, UK, Ireland, Australia, and New Zealand ... and offensive security techniques -- for real-world accuracy and validity. * Design and solve ...

Cloud Security Engineer

Quincy, MA · Remote

$40 - $75/hr

Fully remote: work from anywhere in the US, Canada, UK, Ireland, Australia, and New Zealand ... and offensive security techniques -- for real-world accuracy and validity. * Design and solve ...

Cloud Security Engineer

Cambridge, MA · Remote

$40 - $75/hr

Fully remote: work from anywhere in the US, Canada, UK, Ireland, Australia, and New Zealand ... and offensive security techniques -- for real-world accuracy and validity. * Design and solve ...

Benefits This is a full-time or part-time REMOTE position You'll be able to choose which projects ... and offensive security techniques Design and solve security-focused technical problems used to ...

Fully remote: work from anywhere in the US, Canada, UK, Ireland, Australia, and New Zealand ... and offensive security techniques -- for real-world accuracy and validity. * Design and solve ...

Fully remote: work from anywhere in the US, Canada, UK, Ireland, Australia, and New Zealand ... and offensive security techniques -- for real-world accuracy and validity. * Design and solve ...

Fully remote: work from anywhere in the US, Canada, UK, Ireland, Australia, and New Zealand ... and offensive security techniques -- for real-world accuracy and validity. * Design and solve ...

Benefits This is a full-time or part-time REMOTE position You'll be able to choose which projects ... and offensive security techniques Design and solve security-focused technical problems used to ...

Fully remote: work from anywhere in the US, Canada, UK, Ireland, Australia, and New Zealand ... and offensive security techniques -- for real-world accuracy and validity. * Design and solve ...

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Showing results 1-20

Offensive Security Engineer Remote information

See Boston, MA salary details

$66.8K

$166K

$223.3K

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

As of May 28, 2026, the average yearly pay for offensive security engineer remote in Boston, MA is $165,973.00, according to ZipRecruiter salary data. Most workers in this role earn between $155,400.00 and $172,200.00 per year, depending on experience, location, and employer.

What are the key skills and qualifications needed to thrive as an Offensive Security Engineer (Remote), and why are they important?

To thrive as an Offensive Security Engineer (Remote), you need strong expertise in penetration testing, vulnerability assessment, and cybersecurity principles, often supported by a degree in computer science or a related field. Familiarity with tools like Metasploit, Burp Suite, and Kali Linux, as well as certifications such as OSCP or CEH, is typically required. Attention to detail, problem-solving skills, and effective written communication are critical soft skills for success in this role. These abilities are essential for identifying vulnerabilities, reporting findings clearly, and helping organizations strengthen their security posture against evolving threats.

What are some common challenges faced by remote Offensive Security Engineers, and how can they be addressed?

Remote Offensive Security Engineers often face challenges such as coordinating effectively with geographically dispersed teams, maintaining secure access to sensitive systems, and staying updated on rapidly evolving threat landscapes. Overcoming these hurdles typically involves strong communication skills, leveraging secure collaboration tools, and establishing regular check-ins with colleagues. Additionally, continuous learning through online resources and industry forums is vital to remain effective and proactive in identifying and addressing security vulnerabilities.

What does an Offensive Security Engineer do, especially when working remotely?

An Offensive Security Engineer is responsible for proactively identifying and mitigating security vulnerabilities in an organization’s systems, networks, and applications. Working remotely, they perform penetration testing, vulnerability assessments, and simulated cyberattacks to discover weaknesses before malicious actors can exploit them. They also provide detailed reports and recommendations to help organizations improve their overall security posture. Remote Offensive Security Engineers use a variety of tools and collaborate with other security professionals to ensure effective communication and secure operations across distributed environments.

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

AspectOffensive Security Engineer RemotePenetration Tester
CertificationsOSCP, OSWE, CEHOSCP, CEH, GPEN
Work EnvironmentRemote, collaborative security teamsOften client-site or remote assessments
Industry UsageSecurity teams, cybersecurity firmsConsulting firms, security assessments
Search & Comparison IntentUnderstanding roles, skills, and remote opportunitiesJob scope, certifications, and remote work options

Offensive Security Engineer Remote and Penetration Tester roles share overlapping skills and certifications like OSCP and CEH. However, Offensive Security Engineers typically work within security teams on ongoing security infrastructure, often remotely, focusing on offensive security strategies. Penetration Testers usually perform specific security assessments, sometimes on-site, and may have a broader consulting focus. Both roles are vital in cybersecurity but differ in scope and work environment.

What are the most commonly searched types of Offensive Security Engineer jobs in Boston, MA? The most popular types of Offensive Security Engineer jobs in Boston, MA are:
What are popular job titles related to Offensive Security Engineer Remote jobs in Boston, MA? For Offensive Security Engineer Remote jobs in Boston, MA, the most frequently searched job titles are:
What job categories do people searching Offensive Security Engineer Remote jobs in Boston, MA look for? The top searched job categories for Offensive Security Engineer Remote jobs in Boston, MA are:
What cities near Boston, MA are hiring for Offensive Security Engineer Remote jobs? Cities near Boston, MA with the most Offensive Security Engineer Remote job openings:
Remote AI Security Engineer - Offensive & Model Vetting

Remote AI Security Engineer - Offensive & Model Vetting

DataAnnotation

Boston, MA • 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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