[Remote] Litigation Analyst / Technologist

Note: The job is a remote job and is open to candidates in USA. SigmaSight is hiring a Litigation Analyst / Technologist to help build negotiation intelligence for insurance carriers handling litigated claims. The role combines litigation expertise, court and verdict data analytics, negotiation modeling, and prompt engineering to develop and validate data-driven negotiation recommendations.

Responsibilities

• Become an expert in state court data systems, including docket structure, coverage gaps, and acquisition methods (scraping, APIs, parsing)
• Evaluate verdict datasets for completeness, consistency, and modeling value
• Oversee pipelines that ingest and standardize this data for platform use
• Define new analytics (e.g., judge-level motion trends, venue-based timelines)
• Partner with engineers to productize and QA these analytics
• Document usage guidance to help clients apply the data meaningfully
• Map tort doctrines across jurisdictions (e.g., comparative fault, caps, lien rules)
• Develop logic for economic levers like expected value, BATNA, and offsets
• Define parameterized legal functions that engineers can implement at scale
• Collaborate on rule-driven recommendations (e.g., liability-adjusted offers)
• Ensure all models are mathematically sound and legally defensible
• Contribute to evolving prototypes for AI-generated negotiation guidance
• Design and refine prompts that extract facts, issues, and argument patterns
• Test prompt sets on real case documents—e.g., depositions, medicals, police reports
• Compare LLM output against expert expectations and iterate for accuracy
• Work with engineers to manage schema, tagging, and versioning across prompts
• Help maintain retrieval and output quality in a RAG-based pipeline
• Review litigation documents to test prompts, evaluate data quality, and ground model assumptions
• Run structured prompt sets on real case files and compare output to expert expectations
• Analyze docket and verdict data coverage across jurisdictions and diagnose quality gaps
• Define requirements for new litigation analytics and economic modeling logic
• Work with engineers to structure tagging systems, legal functions, and API outputs
• Iterate on core platform logic—whether prompt design, fault allocation, or jurisdictional rules
• Write clear business requirements and usage documentation for legal and technical audiences
• Participate in QA sessions to validate analytics, math engine calculations, and prompt reliability
• Collaborate daily with our CEO, CPO, engineers, and legal experts to guide feature development and troubleshoot edge cases

Skills

• 3+ years in insurance defense, personal injury, and/or tort litigation (attorney, paralegal, claims analyst, or litigation manager)
• Strong analytical skills with fluency in structured data, logic, and iteration
• BA/BS required
• Comfortable translating legal nuance into rules and logic
• Clear communicator across legal, technical, and product teams
• Strong pattern recognition and attention to detail
• Self-starter who thrives in fast-moving, unstructured environments
• Confident challenging assumptions with evidence and analysis
• JD, paralegal certification, or technical degree preferred
• Familiarity with LLMs (e.g., ChatGPT, Claude) and prompt design a strong plus

Benefits

• Equity in a high-growth startup: Get in early and share in the success as we scale.
• Fully Remote Work: Work from anywhere in the US and enjoy a flexible work environment.
• Collaborative, ambitious team: Work with a group of highly motivated, talented individuals who are passionate about building something great.
• Career Growth: Join a fast-growing company with opportunities for advancement and personal development.
• Dynamic, exciting culture: Be a part of a company that thrives on creativity, innovation, and taking risks.

Company Overview