AI Red-Teamer
@ Crossing Hurdles

Hybrid
$222,000
Hybrid
Contractor
Posted 5 days ago

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XXXXXXXXXX XXXXXXXXXXX XXXXXXXXXX******* @crossinghurdles.com
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Job Details

About AI Red-Teamer at Crossing Hurdles

Crossing Hurdles is a referral partner connecting top candidates to leading AI research labs to help build and train cutting-edge AI models.

Position Details

Position: AI Red-Teamer — Adversarial AI Testing (Advanced) Type: Hourly Contract Compensation: $54–$111/hour Location: Remote Duration: Full-time or part-time (10-40 hours/week, flexible and asynchronous)

Key Responsibilities

  • Red-team AI models and agents by crafting jailbreaks, prompt injections, misuse cases, and exploit scenarios.
  • Generate high-quality human data through annotating AI failures, classifying vulnerabilities, and flagging systemic risks.
  • Apply structured testing approaches using taxonomies, benchmarks, and playbooks.
  • Document findings comprehensively to produce reproducible reports, datasets, and attack cases.
  • Support multiple projects, including LLM jailbreaks and socio-technical abuse testing across various customers.

Required Qualifications

  • Prior red-teaming experience, AI adversarial work, cybersecurity, or socio-technical probing OR a strong AI background.
  • Expertise in adversarial machine learning including jailbreak datasets, prompt injection, RLHF/DPO attacks, model extraction.
  • Strong cybersecurity skills such as penetration testing, exploit development, and reverse engineering.
  • Experience with socio-technical risk areas like harassment, disinformation, or abuse analysis.
  • Creative probing skills using psychology, acting, or writing to develop unconventional adversarial methods.

Application Process

  • Upload resume.
  • Complete a 15-minute AI interview based on your resume.
  • Submit a form (total process takes around 20 minutes).

Key skills/competency

  • Red-teaming
  • Adversarial AI
  • Cybersecurity
  • Penetration Testing
  • Exploit Development
  • Machine Learning
  • Playbook Development
  • Data Annotation
  • Risk Analysis
  • Socio-technical Testing

How to Get Hired at Crossing Hurdles

🎯 Tips for Getting Hired

  • Customize Resume: Align experience with AI adversarial testing.
  • Study Role Requirements: Highlight cybersecurity and red-teaming skills.
  • Prepare Examples: Showcase documentation of testing reports.
  • Research Crossing Hurdles: Understand their referral partner model.

📝 Interview Preparation Advice

Technical Preparation

Review adversarial machine learning techniques.
Practice penetration testing and exploit development.
Familiarize with vulnerability documentation tools.
Study structured testing playbooks and taxonomies.

Behavioral Questions

Describe challenging adversarial projects managed.
Explain red-teaming strategy during testing.
Discuss handling cybersecurity failures under pressure.
Share creative problem-solving experiences.

Frequently Asked Questions