Insurance AI Evaluation Specialist
obsidianMillbrae (CA)
About the role
Cincinnatus LLC is seeking an Insurance SME to join a leading AI lab's GenAI team in San Francisco. You will evaluate AI outputs against rubrics and contribute real-world underwriting judgment to training data for foundational AI models.
The role requires 8+ years in insurance, strong communication, and reliable 35-hour weekday availability as part of a W-2 engagement with potential placement at a premier AI lab.
Before you apply
Applying takes about a minute. These four things decide how fast it moves after that.
Your profile is current
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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.
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