Weekday (YC W21)

AI Safety Experts - English & Finnish

Weekday (YC W21)  •  $48 - $62/hr  •  United States (Remote)  •  17 hours ago
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Job Description

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
Weekday (YC W21)

About Weekday (YC W21)

AI recruiter that runs outbound sourcing campaigns to find top talent. At Weekday, we have built the most accurate database of talent (250mn+ people in US & India with contact data), we run outbound campaigns to identify top talent for any role you might be hiring for. We generate the highest response rates (30-40%) on our campaigns making sourcing talent as easy as making a job posting. We are backed by Y-Combinator and were also ranked #1 on Product Hunt.

Industry
Consulting & Advisory
Company Size
51-200 employees
Headquarters
San Fransisco, CA
Year Founded
2021
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