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Remote Associate Penetration Tester Jobs (NOW HIRING)

DataAnnotation

Penetration Tester

Cape Coral, FL · Remote

$40 - $75/hr

Fully remote: work from anywhere in the US, Canada, UK, Ireland, Australia, and New Zealand ... as penetration testing, red teaming, incident response, detection engineering, DFIR, malware ...

DataAnnotation

Penetration Tester

Charleston, SC · Remote

$40 - $75/hr

Fully remote: work from anywhere in the US, Canada, UK, Ireland, Australia, and New Zealand ... as penetration testing, red teaming, incident response, detection engineering, DFIR, malware ...

DataAnnotation

Penetration Tester

Modesto, CA · Remote

$40 - $75/hr

Fully remote: work from anywhere in the US, Canada, UK, Ireland, Australia, and New Zealand ... as penetration testing, red teaming, incident response, detection engineering, DFIR, malware ...

DataAnnotation

Penetration Tester

Lynn, MA · Remote

$40 - $75/hr

Fully remote: work from anywhere in the US, Canada, UK, Ireland, Australia, and New Zealand ... as penetration testing, red teaming, incident response, detection engineering, DFIR, malware ...

DataAnnotation

Penetration Tester

Pasadena, CA · Remote

$40 - $75/hr

Fully remote: work from anywhere in the US, Canada, UK, Ireland, Australia, and New Zealand ... as penetration testing, red teaming, incident response, detection engineering, DFIR, malware ...

DataAnnotation

Penetration Tester

Boulder, CO · Remote

$40 - $75/hr

Fully remote: work from anywhere in the US, Canada, UK, Ireland, Australia, and New Zealand ... as penetration testing, red teaming, incident response, detection engineering, DFIR, malware ...

DataAnnotation

Penetration Tester

New Braunfels, TX · Remote

$40 - $75/hr

Fully remote: work from anywhere in the US, Canada, UK, Ireland, Australia, and New Zealand ... as penetration testing, red teaming, incident response, detection engineering, DFIR, malware ...

DataAnnotation

Penetration Tester

Longmont, CO · Remote

$40 - $75/hr

Fully remote: work from anywhere in the US, Canada, UK, Ireland, Australia, and New Zealand ... as penetration testing, red teaming, incident response, detection engineering, DFIR, malware ...

DataAnnotation

Penetration Tester

Houston, TX · Remote

$40 - $75/hr

Fully remote: work from anywhere in the US, Canada, UK, Ireland, Australia, and New Zealand ... as penetration testing, red teaming, incident response, detection engineering, DFIR, malware ...

DataAnnotation

Penetration Tester

Fargo, ND · Remote

$40 - $75/hr

Fully remote: work from anywhere in the US, Canada, UK, Ireland, Australia, and New Zealand ... as penetration testing, red teaming, incident response, detection engineering, DFIR, malware ...

DataAnnotation

Penetration Tester

Murrieta, CA · Remote

$40 - $75/hr

Fully remote: work from anywhere in the US, Canada, UK, Ireland, Australia, and New Zealand ... as penetration testing, red teaming, incident response, detection engineering, DFIR, malware ...

DataAnnotation

Penetration Tester

Fishers, IN · Remote

$40 - $75/hr

Fully remote: work from anywhere in the US, Canada, UK, Ireland, Australia, and New Zealand ... as penetration testing, red teaming, incident response, detection engineering, DFIR, malware ...

DataAnnotation

Penetration Tester

Denton, TX · Remote

$40 - $75/hr

Fully remote: work from anywhere in the US, Canada, UK, Ireland, Australia, and New Zealand ... as penetration testing, red teaming, incident response, detection engineering, DFIR, malware ...

DataAnnotation

Penetration Tester

Concord, NC · Remote

$40 - $75/hr

Fully remote: work from anywhere in the US, Canada, UK, Ireland, Australia, and New Zealand ... as penetration testing, red teaming, incident response, detection engineering, DFIR, malware ...

DataAnnotation

Penetration Tester

Yonkers, NY · Remote

$40 - $75/hr

Fully remote: work from anywhere in the US, Canada, UK, Ireland, Australia, and New Zealand ... as penetration testing, red teaming, incident response, detection engineering, DFIR, malware ...

DataAnnotation

Penetration Tester

Fairfield, CA · Remote

$40 - $75/hr

Fully remote: work from anywhere in the US, Canada, UK, Ireland, Australia, and New Zealand ... as penetration testing, red teaming, incident response, detection engineering, DFIR, malware ...

DataAnnotation

Penetration Tester

Columbia, MO · Remote

$40 - $75/hr

Fully remote: work from anywhere in the US, Canada, UK, Ireland, Australia, and New Zealand ... as penetration testing, red teaming, incident response, detection engineering, DFIR, malware ...

DataAnnotation

Penetration Tester

Federal Way, WA · Remote

$40 - $75/hr

Fully remote: work from anywhere in the US, Canada, UK, Ireland, Australia, and New Zealand ... as penetration testing, red teaming, incident response, detection engineering, DFIR, malware ...

DataAnnotation

Penetration Tester

Grand Prairie, TX · Remote

$40 - $75/hr

Fully remote: work from anywhere in the US, Canada, UK, Ireland, Australia, and New Zealand ... as penetration testing, red teaming, incident response, detection engineering, DFIR, malware ...

DataAnnotation

Penetration Tester

Oxnard, CA · Remote

$40 - $75/hr

Fully remote: work from anywhere in the US, Canada, UK, Ireland, Australia, and New Zealand ... as penetration testing, red teaming, incident response, detection engineering, DFIR, malware ...

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Remote Associate Penetration Tester information

How does a Remote Associate Penetration Tester typically collaborate with team members and clients while working off-site?

As a Remote Associate Penetration Tester, collaboration is often done through secure communication channels such as video calls, chat platforms, and project management tools. You'll regularly coordinate with senior testers, security consultants, and sometimes directly with clients to discuss testing scopes, share findings, and clarify requirements. While much of the actual penetration testing work is independent, ongoing communication ensures alignment on objectives and timelines. Documentation and timely reporting are crucial, and you'll often participate in virtual meetings to present results and recommendations.

What are the key skills and qualifications needed to thrive as a Remote Associate Penetration Tester, and why are they important?

To thrive as a Remote Associate Penetration Tester, you need a solid understanding of network security, vulnerability assessment, and ethical hacking, often backed by a degree in computer science or a related field. Familiarity with industry-standard tools such as Burp Suite, Metasploit, and Wireshark, as well as certifications like CEH or OSCP, is typically required. Strong analytical thinking, attention to detail, and effective written communication set standout professionals apart in this role. These skills ensure accurate identification and reporting of security vulnerabilities, enabling organizations to safeguard their digital assets effectively.

What is the difference between Remote Associate Penetration Tester vs Remote Security Analyst?

AspectRemote Associate Penetration TesterRemote Security Analyst
CertificationsOSCP, CEH, CompTIA Security+CompTIA Security+, CISSP, GIAC certifications
Work EnvironmentHands-on testing, vulnerability assessments, simulated attacksMonitoring security systems, analyzing threats, incident response
Industry UsageCybersecurity firms, consulting companies, tech organizationsCorporate security teams, financial institutions, government agencies

While both roles focus on cybersecurity, the Remote Associate Penetration Tester primarily conducts active security testing and vulnerability assessments, whereas the Remote Security Analyst monitors and analyzes security threats to protect organizational assets.

What is a Remote Associate Penetration Tester?

A Remote Associate Penetration Tester is an entry-level cybersecurity professional who evaluates the security of computer systems, networks, and applications by simulating cyberattacks, all while working from a remote location. Their main goal is to identify vulnerabilities that malicious hackers could exploit and to help organizations strengthen their security defenses. These testers typically use a variety of tools and techniques to assess risks, document findings, and provide recommendations for improvement. As an associate, they often work under the guidance of more experienced penetration testers and may be involved in both manual and automated testing processes.
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Remote Associate Penetration Tester jobs near you
Infographic showing various Remote Associate Penetration Tester job openings in the United States as of May 2026, with employment types broken down into 100% Full Time. Highlights an 53% Physical, 1% Hybrid, and 46% Remote job distribution.
Penetration Tester

Penetration Tester

DataAnnotation

Cape Coral, FL • Remote

$40 - $75/hr

Part-time

Posted 14 days ago

Job description

Join the DataAnnotation team and contribute to developing cutting-edge AI systems, while enjoying the flexibility of remote work and setting your own schedule.

We are looking for experienced cybersecurity professionals to help advance AI development. Cybersecurity platforms are increasingly powered by AI — but these systems still need practitioners with real-world experience to validate whether the outputs actually hold up in practice. That's where you come in.

As a member of DataAnnotation's team, you'll work closely with state-of-the-art AI models on tasks like evaluating AI-generated security content, solving technical security problems, and providing feedback that directly shapes how these systems reason about real-world threats and defenses. Some team members fit this work alongside a full-time role, while others treat it as their primary focus.

To get started, once you sign up for an account, you'll take a short assessment (this serves as our version of an interview). If you pass, you'll receive an email confirmation and paid work will become available to you through our platform.

Benefits:

  • Fully remote: work from anywhere in the US, Canada, UK, Ireland, Australia, and New Zealand.
  • Flexible schedule: choose which projects you take on and when you work.
  • Projects are paid hourly starting at $50-75+/hr, with bonuses for high-quality and high-volume work
  • Impact: help shape the future of AI technologies built for cybersecurity.

Responsibilities:

  • Evaluate AI-generated cybersecurity content — including threat analysis, vulnerability assessments, and offensive security techniques — for real-world accuracy and validity.
  • 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 a cybersecurity role — such as penetration testing, red teaming, incident response, detection engineering, DFIR, malware analysis, threat intelligence, or adjacent fields, including government or military cyber operations.
  • Some coding experience required; comfort navigating and patching a codebase is key.
  • Fluency in English (native or bilingual level) with strong writing skills.
  • A bachelor's degree is preferred.
  • Cybersecurity certifications are a plus (e.g., OSCP, CRTO, GREM, GCFA, CEH, and similar).

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

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