AI Penetration Tester
@ Crossing Hurdles

Hybrid
$230,880
Hybrid
Contractor
Posted 21 days ago

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XXXXXXXXX XXXXXXXXXXX XXXXXXX****** @crossinghurdles.com
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Job Details

About the Role

Crossing Hurdles, a recruitment firm, refers top candidates to world-leading AI research labs. This role is for an AI Penetration Tester responsible for red-teaming AI systems.

Key Responsibilities

  • Red-team AI models by crafting jailbreaks and prompt injections.
  • Generate high-quality human data by annotating failures and classifying vulnerabilities.
  • Apply structured approaches using taxonomies, benchmarks, and playbooks.
  • Document findings to produce reproducible reports and attack cases.
  • Support multiple projects including LLM jailbreaks and socio-technical abuse testing.

Required Qualifications

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

Application Process

  • Upload your resume.
  • AI interview based on your resume (15 min).
  • Submit a follow-up form.

Key skills/competency

  • adversarial
  • AI
  • red-teaming
  • cybersecurity
  • penetration testing
  • prompt injection
  • RLHF
  • socio-technical
  • exploitation
  • risk analysis

How to Get Hired at Crossing Hurdles

🎯 Tips for Getting Hired

  • Customize Your Resume: Highlight relevant red-teaming and AI skills.
  • Research Crossing Hurdles: Understand their placement of top AI talent.
  • Showcase Experience: Emphasize cybersecurity and adversarial testing projects.
  • Prepare for AI Interviews: Practice scenario-based questions and technical challenges.

📝 Interview Preparation Advice

Technical Preparation

Review adversarial ML methods.
Practice penetration testing scenarios.
Study prompt injection techniques.
Refresh cybersecurity tool usage.

Behavioral Questions

Describe teamwork in challenging projects.
Explain time management in flexible roles.
Discuss handling unexpected technical issues.
Share problem-solving examples under pressure.

Frequently Asked Questions