AI Red Teamer; Remote

# AI Red Teamer (Remote)
Handshake Remote (USA)
Full-time $66,560 – $197,600 / yearAI tools:

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This remote role stress-tests large language models by creating adversarial prompts and evaluating their responses across safety and risk categories. The work includes documenting vulnerabilities and collaborating with researchers, engineers, and data scientists to improve model defenses.
* Contract* Fully Remote### Skills and expertise

Adversarial prompting

Large language models

Jailbreak techniques

Prompt injection

Model evaluation

Safety rubrics

Python

Structured data annotation### Key responsibilities
* Create multi-turn adversarial prompts to test model guardrails across diverse risk categories.
* Score model responses against harm taxonomies and document experiments and vulnerabilities.
* Collaborate with engineers, data scientists, and researchers to strengthen model defenses.## How this job compares

Compared with 109 open mid-level security jobs on October 10, 2026.Pay:
This job pays $67K to $198K a year. The 42 open mid-level security jobs that publish US pay start at $168K on average, so this job starts about 60% lower.

Similar open jobs:
We Love AI Jobs lists 109 open mid-level security jobs at 65 companies.

Remote work:
This job is remote. 28 of the 109 mid-level security jobs (26%) are remote.

AI in this role:
High. AI is the core of the work: building, training or deploying AI systems. The role is centered on directly probing and evaluating large language models every day. It specifically involves using jailbreak, evasion, and prompt injection techniques to identify vulnerabilities.## Full description AI Red Teamer (LLM Generalist)

Location:

Remote (USA)

Employment type:

W-2, hourly, employed through TCWGlobal

Hours:

40 hours per week About the Role As an AI Red Teamer, you will stress-test large language models by intentionally trying to break them. Rather than checking whether an answer is correct, you will design creative, adversarial prompts that expose vulnerabilities: unsafe content, bias, broken guardrails, hallucinations, prompt injection weaknesses, and unexpected behaviors. Your work directly supports AI safety and model robustness for leading research labs.

This is a generalist red teaming role. You will probe models across the full spectrum of risk categories, including content safety, CBRN (chemical, biological, radiological, nuclear), cybersecurity, persuasion and influence operations, child safety, self-harm, over-companionship, and regulatory compliance. Red teaming may span text, image, voice, and agentic model capabilities depending on project needs.

This role requires creativity, curiosity, and an ability to think like an adversary while operating with strong ethical judgment.

Day-to-Day Responsibilities
• Craft creative prompts and multi-turn scenarios to stress-test AI guardrails across diverse risk categories
• Discover ways around safety filters, restrictions, and defenses using jailbreak, evasion, and prompt injection techniques
• Explore edge cases to provoke disallowed, harmful, or incorrect outputs
• Evaluate and score model responses against structured harm taxonomies and severity rubrics
• Document experiments clearly, including what you tried, why you tried it, and what it revealed
• Review and refine adversarial prompts generated by other team members
• Contribute to harm taxonomy development, calibration exercises, and inter-rater reliability work
• Collaborate with engineers, data scientists, and researchers to share findings and strengthen defenses
• Work with potentially disturbing content on a regular basis (see Content Warning below)
• Stay current on…