AI Security Red Teamer | Remote Contract

Bezel; United States; Remote; USD 96,000 - 165,000; Part time

Job summary

Parallel is seeking an AI Security Red Teamer for remote contract work in the United States. You will design and execute authorized adversarial tests against generative AI models, identify vulnerabilities, and document actionable findings to strengthen defenses.

The role requires five-plus years of web pentesting experience, strong AI vulnerability analysis skills, and the ability to complete Parallel’s practical CTF assessment.

Qualifications

• 5+ years of web penetration testing experience.
• Demonstrated experience identifying and analyzing AI vulnerabilities.
• Strong understanding of generative AI models and their architectures.
• Ability to pass Parallel’s practical CTF assessment.
• Ability to work remotely and communicate with a remote team.

Responsibilities

• Design and execute authorized adversarial tests against generative AI models, agents, applications, and infrastructure.
• Investigate prompt injection, jailbreaks, unintended tool use, data exposure, and other AI vulnerabilities.
• Apply web penetration testing techniques to AI-related applications and services.
• Build reproducible attack scenarios and evaluation cases for model training and security testing.
• Assess impact of findings and recommend practical mitigations.
• Collaborate with project teams to validate weaknesses and retest improvements.
• Document methods, evidence, and results for reproducibility.

Skills

Web penetration testing

AI vulnerabilities analysis

Generative AI understanding

Written communication

CTF assessment

Remote collaboration

Education

Computer science or related field

Tools

Python

Node.js

CTF tooling

Job description

Parallel

AI Security Red Teamer | Remote Contract

AI Training

United States

AI Training Role

You help train AI by checking its answers and showing it what a good answer looks like. You use your knowledge and experience to help it improve.

• Ask it questions you might encounter in your work
• Review its answers and point out mistakes
• Write better answers or explain what needs to change

Help leading AI labs build safer, more resilient models.

Parallel connects experienced cybersecurity specialists with projects supporting leading AI labs. We’re hiring seven AI Security Red Teamers to uncover vulnerabilities in frontier AI systems and produce findings that help improve model training, evaluation, and security.

You’ll apply offensive security expertise to large language models, image generation systems, AI agents, and their supporting infrastructure. Your work will turn successful attacks and unexpected model behavior into reproducible test cases, actionable reports, and recommendations for stronger defenses.

This is remote, project-based work. Engagements and hours vary with project demand, with scope and expected availability discussed before each assignment.

What you’ll do

• Design and execute authorized adversarial tests against generative AI models, agents, applications, and infrastructure.
• Investigate prompt injection, jailbreaks, unintended tool use, data exposure, and other AI security vulnerabilities.
• Apply web penetration testing techniques to the applications and services surrounding AI systems.
• Build reproducible attack scenarios and evaluation cases that support model training and security testing.
• Assess the impact of findings and recommend practical mitigations.
• Collaborate with project teams to validate weaknesses and retest improvements.
• Document your methods, evidence, and results clearly enough for another practitioner to reproduce.

What you’ll bring

• At least five years of web penetration testing experience.
• Demonstrated experience identifying and analyzing AI vulnerabilities.
• Strong understanding of generative AI models, agentic frameworks, and their underlying architectures.
• Strong analytical judgment, creative problem-solving, and clear written communication.
• Ability to work independently, adapt to changing project requirements, and communicate reliably with a remote team.
• Ability to pass Parallel’s practical CTF assessment.

Preferred experience

• Python or Node.js for scripting, automation, and security tooling.
• Building or testing AI agents and agentic workflows.
• Advanced offensive-security certifications such as OSWE or OSCE3.
• Published CVEs, responsible disclosures, bug bounty findings, or strong CTF results.
• A relevant degree in computer science, information security, or a related field.

Selection process

Applicants must pass a practical CTF assessment and complete a background check before engagement. Final compensation within the posted range will reflect relevant experience and demonstrated technical ability.

Publish Date

Oct 12, 2026

Project duration

Oct 26, 2026 – Ongoing

Location

United States

What happens next

1. Initial Screening
2. CTF Assessment
3. Behavorial Fit
4. Onboarding

What Parallel does

Work shapes identity, purpose, and possibility. We exist to help people everywhere discover their life’s work, and to help organizations realize their mission by connecting with the people destined to build it.

Mission

Our mission is to help people find their life's work.