DataAnnotation is committed to creating high-quality AI. We are looking for a Chief Underwriting Officer to join our team to help train the next generation of AI while enjoying the flexibility of remote work and the freedom to set your own schedule. This role is designed to fit a variety of lifestyles — whether you’re looking to contribute part-time alongside a current position, pursue it full-time, or engage periodically as a flexible professional opportunity.

Role

• Review and improve AI Assistant answers to questions about macro trends, corporate finance, and capital markets
• Leverage your education and work experience to check the reasoning and accuracy of an AI Assistant's work
• Push the models with complex, real-world scenarios and edge cases to see where their reasoning holds up – and where it doesn’t.
• Share clear, structured feedback to help make each new version of the AI smarter and more reliable.