Jobs · Sales · Illinois

Co-Founder & CEO - AI LegalTech | AI-Native Litigation Defence Operations

FutureSight · Chicago, IL · 1 mo ago
Sales$200k/yrFull-time

About the role

FutureSight is seeking a Co‑Founder & CEO to lead LucentAI, an AI‑native litigation operations venture. LucentAI acts as an autopilot for medical‑records and discovery operations in small‑to‑mid insurance‑defence firms, embedding in case‑management systems to retrieve and review records, flag key facts with confidence links, check billing reasonableness, and chronologically triage discovery. The system is human‑gated, excluding legal drafting and externalizing review capacity so firms can scale case volume without adding headcount. Market validation through FutureSight’s discovery interviews showed strong demand: operations is the wedge, autopilot is the vision, and all buyers wanted managed operations. LucentAI provides end‑to‑end automation, earning trust by handling routine work silently while keeping legal drafting human. The pain point is financial — one lead costs ~$1 M/year in time and errors, while only ~$200 K of a $1 M medical bill is reasonable. With zero AI currently used, the ROI‑driven payback is immediate. Capacity is the ceiling, and the record is the moat; defence records and billing patterns form a proprietary dataset that plaintiff‑focused incumbents lack. The target market is underserved small‑to‑mid US insurance‑defence firms, with a Phase‑1 beachhead SAM of $150 M–$600 M across 1,500–3,000 firms and a full roadmap SOM of ≈$110 M–$360 M.

Responsibilities

  • Strategy — Refine the ICP, size‑tiered pricing model, and product positioning
  • Customer Development — Lead pilots with managing partners and claims/litigation‑operations leads at small‑to‑mid insurance‑defence firms, starting from the confirmed design partner, convert them to paid engagements, and build the go‑to‑market motion
  • Product — Partner with the FutureSight product and engineering team to ship V1 (records retrieval, key‑fact flagging, billing‑reasonableness analysis, and discovery triage) and iterate on user feedback; sequence carrier reserving and prediction as a later phase
  • Capital — Lead the seed raise, supported by FutureSight's network and traction
  • Team — Recruit and lead the founding team, and establish the cultural foundation of the company

Requirements

  • Previous founding experience at a venture‑backed company
  • Demonstrated success in B2B AI or B2B SaaS go‑to‑market, including consultative, relationship‑driven sales and customer engagement
  • Fundraising fluency, with the ability to develop investor narratives and close capital
  • Proven ability to attract, develop, and retain top talent
  • Clear‑eyed understanding of the risks and demands of co‑founding a venture‑backed company
  • Deep domain expertise in insurance defence or claims operations, including pre‑litigation records and discovery, legal billing review, and litigation case management

Benefits

  • Founder equity with meaningful ownership from inception
  • Pre‑seed capital committed by FutureSight for early hires and MVP development, with potential for follow‑on funding
  • Venture building resources, including embedded design, engineering, growth, and fundraising support from day one
  • Investor and advisor network across vertical AI and early‑stage capital markets
  • A true co‑creation model in which you operate as CEO with FutureSight's cross‑functional team as your partner

Pay

The role offers meaningful founder equity and no salary; compensation is equity‑based.

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