Remote AI Debugger & Red-Teamer for Frontier Models

Posted yesterday

dataannotationMadison (WI)

Software Developers Custom Computer Programming Services

SENIORITY

Mid

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About the role

DataAnnotation is where 100k+ experts train the world’s leading AI models. $150M+ paid to contributors to date, and the average contributor stays 5+ years. Flexible, remote, project-available. Every failure you document teaches the next generation of coding agents. The newest models can vibe-code a whole feature in minutes. You’ll run agentic coding sessions on real engineering tasks, analyze the models’ output, and red-team them until they fail in interesting ways.

Before you apply

Applying takes about a minute. These four things decide how fast it moves after that.

Your profile is current

It's what we read first. Occupations, seniority and locations matter more than a long history.

Two examples you can talk through

Not a portfolio — just two pieces of work where you can explain the decisions and what you'd change.

A number in mind

What you're on now and what would make you move. We negotiate better when we know both.

Your notice period

Employers plan around it, and it's the question that stalls offers most often.

Once you apply, someone reads it and calls you before anything reaches the employer — usually within two working days.