Litigation Analyst/Technologist
Listed on 2026-11-01
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IT/Tech
Data Analyst
Compensation
Commensurate with experience; includes stock options
LocationRemote (Southern California preferred)
About Sigma SightWe are a VC-backed startup building negotiation intelligence for insurance carriers handling litigated claims. While 98% of these claims resolve through settlement, the process remains deeply unstructured. We believe insurers can do better—with evidence-based tools, jurisdiction-specific logic, and AI that extracts signal from case noise.
Our platform combines structured prompts, litigation analytics, and a proprietary math engine to quantify settlement posture. We help litigation managers and defense counsel negotiate with rigor—not just instinct.
The roleWe’re looking for a hybrid thinker: a litigation-savvy professional with analytical and technical skills who wants to help shape how negotiation is practiced s role sits at the intersection of legal subject matter expertise, structured data modeling, and applied prompt engineering.
You’ll work cross-functionally with our CEO, CPO, engineers, and litigation advisors to define and deploy the intelligence that powers our platform. Expect a mix of research, prompt design, workflow testing, and data oversight—all aimed at delivering defensible, data-driven negotiation recommendations.
Responsibilities- Court Docket Data & Verdict Analytics
- 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
- Negotiation Math Engine
- 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
- Subject Matter Expert Prompt Engineering
- 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
- What You’ll Do Day-to-Day
- 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
- Experience & Education
- 3+ years in insurance defense, personal injury, and/or tort litigation (attorney, paralegal, claims analyst, or litigation manager)
- Strong analytical skills with…
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