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

Brain Co.· GTM
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RemoteFull-timePosted 1mo ago

About the role

Specialist contractor role applying frontier AI to specialty insurance, helping annotate policies, review AI outputs, and shape product requirements and quality benchmarks for machine learning in underwriting and coverage interpretation.

Responsibilities

  • 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 the 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. 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. Decide how coverage should be interpreted and presented — what a practitioner needs to see, in what structure, and what would mislead them.
  • Be our translator. Explain terminology, market convention, and the 'why' behind how things are done, flagging where 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 — to measure and improve AI against expert standards.

Qualifications

  • 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.

Skills

Required:Policy reading and interpretationPolicy annotationCoverage conclusion renderingQA and labeling

Benefits

  • Part-time, contract engagement with flexible scheduling that fits your current work.
  • Competitive hourly rate commensurate with experience and depth of expertise.
  • Remote-friendly, collaboration over shared documents and working sessions with our AI and product teams.
Last updated Sep 24, 2026. Interested? Apply on the company site.

About Brain Co.

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