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LLM Jailbreak Testing Specialist

Job in Chicago, Cook County, Illinois, 60601, USA
Listing for: Globik AI
Full Time position Listed on 2026-11-09
Job specializations:
  • IT/Tech
    AI Evaluation, Cybersecurity
Salary/Wage Range or Industry Benchmark: 17000 - 28000 USD Yearly USD 17000.00 28000.00 YEAR

Job Description & How to Apply Below

Globik AI is seeking LLM Jailbreak Testing Specialists to probe language models with adversarial prompts and determine whether safety guardrails can be bypassed. You will design and execute jailbreak attempts, document successful bypass techniques, and rate model responses against safety policy.

Responsibilities
  • Design adversarial prompts intended to bypass model safety guardrails.
  • Execute structured jailbreak attempts across assigned model versions.
  • Record whether an attempt succeeded, partially succeeded, or failed.
  • Classify the bypass technique used (roleplay, encoding, multi-turn escalation, etc.).
  • Rate the severity and category of any unsafe content produced.
  • Write clear reproduction steps for confirmed vulnerabilities.
  • Track novel jailbreak patterns as they emerge across sessions.
  • Maintain strict confidentiality of all test prompts and findings.
Qualifications
  • Strong understanding of LLM behavior prompting and safety mechanisms.
  • Comfortable working with sensitive or policy-violating content in a controlled test setting.
  • Prior red-teaming security research or AI safety experience is a plus.
  • Sign a confidentiality and responsible-disclosure agreement before onboarding.
  • Follow the assigned safety taxonomy precisely when classifying findings.
  • Participate in calibration sessions to align severity ratings across the team.
  • Escalate high-severity findings immediately per project protocol.
  • Regular quality audits will be conducted on submitted test cases.
  • A reliable internet connection and computer are required.
Pay

$12-$20/task

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