[Hiring] Specialty Insurance Underwriter @Brain Co.

Role Description

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
• 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. We are looking for someone who can commit approximately 2–10 hours per week for an initial 3–4 months, with the opportunity to extend based on mutual interest and project needs.

What You Will Do

• Annotate policy towers: Locate and annotate the limits structure within a given excess policy — 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 — manuscript wordings, follow-form excess, nested exclusions, schedule-of-underlying disputes, implicit market conventions — that determine whether a product is trusted by real practitioners.
• Build evaluation rubrics: Partner with our team to design the scoring criteria and review workflows that tell us, line by line, whether an extraction or a coverage conclusion is accurate.
• Shape product behavior: Help us decide how coverage should be interpreted and presented — what a practitioner needs to see, in what structure, and what would mislead them. Translate practice into product requirements.
• Be our translator: Sit between the documents and the engineers: explain terminology, market convention, and the "why" behind how things are done, and flag where our assumptions do not match reality across lines of business.
• Define ground truth: Review real policies, endorsements, and claims documents and tell us the correct answer — coverages, limits, sublimits, retentions, attachment points, exclusion logic, and how layers stack — so we can measure and improve the AI against an expert standard.

Required Experience

• 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.

Who We're Looking For

• Have 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, so it can be encoded into an AI system.
• Communicate clearly with non-insurance experts and enjoy the back-and-forth of teaching engineers your craft.
• No technical background required - your job is to tell us if the AI gets it right, not to explain how it works.

Nice to Have

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

Compensation & Logistics

• Part-time, contract engagement with flexible scheduling that fits your current work.
• Competitive hourly rate commensurate with experience and depth of expertise.
• Remote-friendly, with collaboration over shared documents and working sessions with our AI and product teams.