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DataAnnotation

Security Engineer - AI Trainer

Gilbert, AZ · Remote

$50 - $100/hr

Contribute to developing cutting-edge AI systems, while enjoying the flexibility of remote work and ... Cybersecurity certifications are a plus (e.g., OSCP, CRTO, GREM, GCFA, CEH, and similar). Note:

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Remote Oscp Remote information

What is a Remote OSCP job?

A Remote OSCP job refers to a cybersecurity position where professionals work remotely to perform penetration testing and security assessments, often holding the Offensive Security Certified Professional (OSCP) certification. These roles involve identifying and exploiting security vulnerabilities in networks, applications, and systems for clients, all while working from a location outside the traditional office. Remote OSCP professionals use their technical skills and knowledge of ethical hacking to help organizations strengthen their security posture and meet compliance requirements. This job typically requires strong problem-solving skills, familiarity with a variety of operating systems and security tools, and the ability to work independently.

What are some common challenges faced by remote OSCP professionals and how can they be addressed?

Remote OSCP professionals often encounter challenges such as managing time effectively, staying motivated without in-person supervision, and ensuring secure connections when accessing sensitive environments. To address these, it's helpful to establish a dedicated workspace, maintain a structured daily schedule, and use reliable VPNs and security protocols. Regular communication with team members through video calls and chat platforms also helps foster collaboration and reduces feelings of isolation, ensuring that security standards and project goals are met.

What is the difference between Remote Oscp Remote vs Network Security Specialist?

AspectRemote Oscp RemoteNetwork Security Specialist
CertificationsOSCP, CompTIA Security+CCNA Security, CISSP
Work EnvironmentRemote, cybersecurity firms, consultingRemote or on-site, IT departments, security firms
Industry UsageCybersecurity, penetration testingNetwork security, threat analysis

The Remote Oscp Remote focuses on penetration testing and offensive security, often requiring OSCP certification, while a Network Security Specialist emphasizes protecting network infrastructure, often with CCNA Security or CISSP. Both roles may be remote and are vital in cybersecurity, but they differ in daily tasks and certifications.

What are the key skills and qualifications needed to thrive as a Remote OSCP (Offensive Security Certified Professional), and why are they important?

To thrive as a Remote OSCP, you need a strong foundation in penetration testing, ethical hacking methodologies, networking, and operating systems, typically validated by the OSCP certification. Familiarity with tools like Kali Linux, Metasploit, Nmap, and Burp Suite is essential, as well as comfort with remote collaboration platforms. Outstanding problem-solving skills, self-motivation, and clear written communication help remote OSCPs excel in independent and team environments. These skills ensure effective security assessments and reporting while maintaining high standards of professionalism in remote cybersecurity roles.
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Remote Oscp Remote jobs near you
Infographic showing various Remote Oscp Remote job openings in the United States as of June 2026, with employment types broken down into 50% Part Time, and 50% Contract. Highlights an 100% Remote job distribution.
Cloud Security Engineer - AI Trainer

Cloud Security Engineer - AI Trainer

DataAnnotation

Columbus, OH • Remote

$50 - $100/hr

Contractor

Posted 29 days ago

Job description

About the job:

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

We are looking for existing 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.

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.

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.

Advantages of contracting with us:

  • 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.
  • You work on your own schedule, on your own computer, from the comfort of your own home
  • Projects are paid hourly starting at $50-100+/hr, with bonus rates available on some projects
  • 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. This is an independent contractor position.

#cybersecurity