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Weekday AI

AI Safety Experts - English & Finnish

United States
Salary
$48 - $62 per hour
Level
Mid
Work type
Remote · US only

Not stated in the posting: visa.

Open. First seen 2 October 2026.

About the role

This role is for one of our clients

Compensation: $48 - $62 per hour

Fluent Language Skills Required: English & Finnish. Native fluency in English and Finnish is required for this position.

Why This Role Exists

We are assembling a red team for this project - human data experts who probe AI models with adversarial inputs, surface vulnerabilities, and generate the red team data that makes AI safer for our customers.

This project involves reviewing AI outputs that touch on sensitive topics such as bias, misinformation, or harmful behaviors. All work is text-based, and participation in higher-sensitivity projects is optional and supported by clear guidelines and wellness resources. Before being exposed to any content, the topics will be clearly communicated.

Requirements

What You’ll Do

  • Red team conversational AI models and agents: jailbreaks, prompt injections, misuse cases, bias exploitation, multi-turn manipulation
  • Generate high-quality human data: annotate failures, classify vulnerabilities, and flag systemic risks
  • Apply structure: follow taxonomies, benchmarks, and playbooks to keep testing consistent
  • Document reproducibly: produce reports, datasets, and attack cases customers can act on

Who You Are

  • You bring prior red teaming experience (AI adversarial work, cybersecurity, socio-technical probing)
  • You’re curious and adversarial: you instinctively push systems to breaking points
  • You’re structured: you use frameworks or benchmarks, not just random hacks
  • You’re communicative: you explain risks clearly to technical and non-technical stakeholders
  • You’re adaptable: thrive on moving across projects and customers

Nice-to-Have Specialties

  • Adversarial ML: jailbreak datasets, prompt injection, RLHF/DPO attacks, model extraction
  • Cybersecurity: penetration testing, exploit development, reverse engineering
  • Socio-technical risk: harassment/disinfo probing, abuse analysis, conversational AI testing
  • Creative probing: psychology, acting, writing for unconventional adversarial thinking

What Success Looks Like

  • You uncover vulnerabilities automated tests miss
  • You deliver reproducible artifacts that strengthen customer AI systems
  • Evaluation coverage expands: more scenarios tested, fewer surprises in production

What this role asks for

Particular to this role

Cybersecurity · Penetration Testing

Rare in Weekday AI's other 299 open postings.

Read against Weekday AI's other open postings on this site.

The team: AI Training HIRES STEADILY

This role is one of 108 open in AI Training. 1 was posted in the last 30 days and the oldest in April: a team that hires all year rather than one being built.

WHAT THE TEAM WORKS WITH, ACROSS ITS POSTINGS

Machine Learning (31 of 108), Python (30 of 108), LLM (18 of 108), Git (14 of 108), SQL (12 of 108), Excel (10 of 108), Generative AI (9 of 108)

OTHER ROLES ON THIS TEAM

From the team and dates on Weekday AI's own job board.

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