Open AI training and model evaluation roles that call for Cybersecurity expertise, gathered from 4 platforms. Part of Software Engineering.
Pay figures cover the 45 open jobs that publish an hourly rate in USD. They are published rates, not a guarantee of income. Last checked on October 8, 2026.
This is a remote, hourly contract to help train AI systems on security incident work. The contractor reviews realistic alerts and incident cases and checks whether the AI's analysis matches how experienced security teams think and act. It suits working security practitioners with hands-on SOC or incident response experience who can explain their reasoning in writing.
This remote contract role asks an experienced security professional to assess how a security operations center detects, triages, and responds to cyber threats. The work involves reviewing playbooks and escalation logic, then writing structured findings that point to concrete operational improvements. It is aimed at people with hands-on SOC or incident response leadership experience who work on flexible, project-based engagements.
This fully remote freelance contract involves simulating attacks against web applications, internal and external networks, and cloud environments to find weaknesses before real adversaries do. It is aimed at experienced offensive security professionals who can manage engagements independently and explain their findings clearly to non-technical stakeholders. The role also includes recurring red-team and purple-team support alongside security operations teams.
This contract role asks security practitioners to build and check realistic scenarios about networks, endpoints, and email threats for training AI systems. The work centers on reviewing firewall settings, EDR telemetry, and infrastructure cases to explain what failed and why. It suits people with several years of hands-on enterprise security operations experience.
This remote contract role asks analysts to bring offensive security knowledge to AI development without writing exploits or taking part in live intrusions. The work centers on analyzing attack paths and adversary behavior in structured scenarios, then producing labeled reasoning data and written assessments that help AI systems reason about cybersecurity. It suits experienced security professionals who can explain how real attacks unfold in production environments.
This contract role asks security-minded people to probe AI systems built on the OpenClaw platform by running red-teaming exercises and writing adversarial prompts. The work suits cybersecurity practitioners who enjoy finding weaknesses and who can document their findings clearly for technical and non-technical readers.
This contract role asks a senior cloud security expert to assess cloud architectures on AWS, Azure, and GCP for design weaknesses, IAM risks, and misconfigurations before they lead to breaches. The work is remote and hourly, with recurring assessments and reports that turn technical findings into prioritized mitigation guidance. It is aimed at experienced cloud security architects who can work on complex, large-scale environments.
This contract role asks security operations professionals to test how AI systems reason about cybersecurity incidents. The work involves reviewing realistic alerts and investigation scenarios and judging whether AI analysis matches how experienced SOC analysts actually work. It suits people with hands-on SOC or incident response experience who can work independently on their own schedule.
This contract role asks an experienced security operations professional to assess how SOC teams detect, respond to and contain threats. The work covers detection workflows, response playbooks and incident handling, and it results in structured reports on what works and what needs to be built. It is task-based, remote freelance work for cybersecurity experts who write clearly.
This freelance remote contract asks threat intelligence and security professionals to help train and assess AI systems on cybersecurity topics. The work centers on checking adversary campaigns, attack chains and indicators of compromise, and on judging whether AI-generated security content is accurate and realistic.
This remote contract role asks security practitioners to assess and improve AI systems on cybersecurity reasoning. The work centers on judging vulnerability scenarios, severity and remediation choices so the AI reflects how security teams actually operate. It suits people with hands-on vulnerability management experience who can explain security decisions clearly in writing.
As an Application Security Engineer, you will evaluate how AI models reason about secure design and identify security vulnerabilities they miss, including architectural flaws, unsafe deserialization, and overly permissive access controls. You will threat-model systems, conduct security code reviews, and write clear guidance on secure design and vulnerability fixes.
This role involves evaluating AI models' ability to generate secure code by identifying vulnerabilities, testing their security reasoning, and writing corrections when they fail. It suits security engineers and cybersecurity professionals who can spot weaknesses in authentication, cryptography, input handling, and secret management that automated tools miss.
This role involves evaluating how AI models handle incident response tasks including detection, triage, and forensics. You will identify flaws in the model's reasoning, catch critical mistakes that would compromise real security incidents, and write correct analysis based on actual incident response practices.
This role involves evaluating how AI models reason about offensive security concepts and identifying flaws in their exploit chain reasoning. Penetration testers with hands-on red team experience will test model outputs across reconnaissance, exploitation, privilege escalation, and lateral movement, then write accurate attack paths that reflect real-world tradecraft when models fall short.
Evaluation of AI model outputs against correctness, maintainability, security, and production readiness criteria, accessible to early-to-mid career professionals.
Mercor is recruiting operational cybersecurity experts to participate in video research interviews designed to create a benchmark of AI agents in enterprise defense. This short, well-paid job involves sharing your practical experience on tools, decision-making processes, and the potential impact of AI in your field.
Posted September 23, 2026
This role involves leveraging your cybersecurity expertise to train next-generation AI systems. You will use Security Onion to execute security workflows, analyze alerts and network traffic, then document your approaches to create quality training data for AI models. The ideal profile combines solid hands-on experience with Security Onion and the ability to clearly communicate technical steps.
Posted September 23, 2026
Referral link to micro1's job list: search for this role there. Open this exact job
You will contribute to training AI models by applying your expertise in cybersecurity and software development. You will analyze vulnerabilities, fix bugs, implement features and perform security audits on various projects. This role is aimed at experienced engineers in information security and backend development.
Posted September 21, 2026
Referral link to micro1's job list: search for this role there. Open this exact job
You will create realistic programming tasks and verifiers to train AI systems, leveraging your expertise in backend development and your awareness of software security issues. This role is for experienced engineers in service architecture and security best practices, with no AI prerequisite.
Posted September 20, 2026
Referral link to micro1's job list: search for this role there. Open this exact job
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FAQ
45 Cybersecurity AI training jobs are open on SideHustler today. Listings are rechecked against the official postings: the latest check on this list was on October 8, 2026.
Among the 45 open roles that publish an hourly rate in USD, pay runs from $15 to $250 per hour, with a median of $60. These are the rates the platforms publish, not a guarantee of income or hours.
Alignerr (31), Mercor (7), DataAnnotation (4) and micro1 (3). You apply on the platform itself, which handles screening, contracts and payment.
The most requested areas of expertise on these listings are Cybersecurity, AI Evaluation, Vulnerability Assessment, Red Teaming, Adversarial Testing. Each listing states its own requirements.
Apply now opens the official posting on the platform, where you complete the application. You need no account on SideHustler. To see which roles fit your background first, add your resume and every open job is scored against your profile.
