Senior AI Underwriter

Honeycomb Insurance•Chicago, NY

About The Position

Honeycomb is a rapidly growing global startup that is reinventing the commercial real estate insurance industry. We are looking for an AI Underwriter to join our AI Team. As an Underwriter on our AI Team, you'll sit at the intersection of deep insurance expertise and next-generation technology. You'll be a critical voice in researching, developing, validating, and monitoring AI-driven risk assessment models — helping ensure they reflect real-world underwriting judgment and produce accurate, defensible outcomes. You'll have the opportunity to contribute to some of Honeycomb's most exciting technical initiatives, including Computer Vision, Generative AI, and Predictive Modeling.

Requirements

4+ years of underwriting/insurance experience (commercial preferred)
Bachelor’s degree or equivalent education/experience preferred
Curiosity, hardworking, self-accountable, positive attitude, humble and fun
Have an opinion, share your opinion and be open to other opinions
Passion to obtain, retain and employ knowledge – as well as share knowledge
Excellent verbal and written communication skills
Strong analytical skills and attention to detail

Nice To Haves

Retail agency relationship preferred

Responsibilities

Partner closely with AI researchers and engineers throughout the full model lifecycle — from early research and development through post-production monitoring.
Translate complex underwriting guidelines into clear, consistent property assessments that inform and improve AI models.
Conduct in-depth property reviews to identify gaps or weaknesses in current AI models and recommend improvements.
Supervise labeling teams to ensure accurate property classification in production models.
Provide training and ongoing guidance to annotation teams; perform continuous quality assurance on annotation projects.
Assist in the discovery and evaluation of new and revised AI models, contributing underwriting subject matter expertise.
Maintain open, proactive communication across underwriting and AI teams.
Take on special projects and assignments as the team's needs evolve.