Specialty Insurance Underwriter/Coverage Attorney/Consultant/Professional (Contract)

Brain Co is applying frontier AI to specialty insurance. We are building AI that reads specialty insurance policies — declarations, forms, endorsements, schedules of underlying, layered programs — and turns them into structured, decision-ready data. We need experienced specialty insurance underwriters/coverage attorneys/consultants/professionals to help us do it right. You will work directly with our engineering team: telling us where our AI falls short, annotating insurance documents, reviewing AI-generated output, and helping us build the rubrics and benchmarks that define quality for our machine learning pipelines. Your expertise shapes the product so it reflects how specialty insurance is actually practiced.

Responsibilities

Annotate policy towers: locate and annotate the limits structure within a given excess policy, including limits, sublimits, retentions, attachment points, and how the layers stack; Render coverage conclusions: given an insuring agreement and its ensuing exclusions, produce a structured conclusion about how coverage responds to a described scenario; QA and correct labeling: review AI-generated output, fix mislabeled data, and grade agent performance against what a seasoned practitioner would conclude; Adjudicate the hard cases: resolve ambiguous, conflicting, and unusual situations, including manuscript wordings, follow-form excess, nested exclusions, schedule-of-underlying disputes, and implicit market conventions; Build evaluation rubrics: partner with our team to design the scoring criteria and review workflows; Shape product behavior: help decide how coverage should be interpreted and presented and translate practice into product requirements; Be our translator: sit between the documents and the engineers, explaining terminology, market convention, and the 'why' behind how things are done; Define ground truth: review real policies, endorsements, and claims documents and tell us the correct answer, including coverages, limits, sublimits, retentions, attachment points, exclusion logic, and how layers stack

Requirements

USA-based; 3 years of experience minimum; 5+ years strongly preferred, specifically within excess and specialty insurance; Experience in excess and specialty (E&S) insurance as an underwriter, coverage attorney or counsel, or consultant; Deep, hands-on experience in specialty insurance – underwriting, claims, broking, or coverage counsel — and/or broad multiline experience across the lines we work in (General Liability, Professional Liability, and related casualty and specialty lines); Can read a policy end-to-end — declarations, forms, endorsements, schedules of underlying — and explain precisely how coverage responds, including across primary and excess layers; Have strong opinions on what 'correct' means and can articulate the reasoning, not just the verdict; Communicate clearly with non-insurance experts and enjoy the back-and-forth of teaching engineers your craft; Available to commit approximately 2–10 hours per week for an initial 3–4 months

Nice to have

Claims experience — working as, or closely alongside, claim adjusters, claim examiners, complex or litigated claims specialists, or claims counsel

Benefits

Flexible scheduling that fits your current work; Remote-friendly, with collaboration over shared documents and working sessions with our AI and product teams; Competitive hourly rate commensurate with experience and depth of expertise