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

๐Ÿข FutureSight ยท all FutureSight jobs
๐Ÿ“ Canada
๐Ÿ“… Posted 2026-08-06 ยท via Himalayas
๐Ÿท Co-Founder,CEO,Legal-Tech,Startup-Founder,AI-Entrepreneurship,Venture-Building,LegalTech-Founder,AI-Legal-Technology,Legal-Technology-Executive,Global-Head-Of-AI-Legal
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The Opportunity

FutureSight is seeking a Co-Founder & CEO to lead LucentAI, an AI-native litigation operations venture in build at FutureSight . This offers meaningful founder equity, not a salary.

LucentAI serves as an autopilot for medical-records and discovery operations in small-to-mid insurance-defence firms. Embedding in case-management systems, it retrieves and reviews records, flags key facts with confidence links, checks billing reasonableness, and chronologically triages discovery. This human-gated system excludes legal drafting, externalizing review capacity so firms can scale case volume without adding headcount.

Market validation through FutureSight โ€™s discovery interviews confirmed strong demand:

- Operations is the wedge; autopilot is the vision. All buyers wanted managed operations. LucentAI provides end-to-end automation, earning trust incrementally by handling routine work silently while keeping legal drafting human.

- The pain is in the dollars, not the dashboards. One lead costs the middle phase at ~$1M/year in time and errors; a partner noted only ~$200K of a $1M medical bill was reasonable. With zero AI currently used, the ROI-driven payback case is immediate.

- Capacity is the ceiling, and the record is the moat. Manual partner review caps case capacity and revenue. Defence records and billing patterns form a proprietary dataset that plaintiff-focused incumbents lack.

Market Context

We target underserved small-to-mid US insurance-defence firms.

The Phase-1 beachhead SAM is $150Mโ€“$600M across 1,500โ€“3,000 firms; the full roadmap reaches a โ‰ฅ$100M obtainable market (SOM โ‰ˆ $110Mโ€“$360M).

With 71% of legal AI funding flowing to plaintiff-focused companies, the defence market remains underserved, creating a need for technology purpose-built for litigation defence and risk management.
About FutureSight

FutureSight is a leading venture builder that co-creates world-class software companies with values-driven entrepreneurs from inception to exit. We are a team of founders, operators and designers with experience successfully bringing software to market at scale.

Youโ€™ll co-create with a proven studio team, led by John Carbrey (4x entrepreneur, $100M ARR), Krista LaRiviere (3x exited, E&Y Top Women Entrepreneur), Alan Smith (Strategyzer co-founder, $120M in products built), Prathna Ramesh (former MD of Maple Leaf Angels, $275M in follow-on capital), and Johnny Tong (0-to-1 builder, acquired by SAP and Stripe) bring a rare combination of operator exits, institutional investing, and AI product depth.
The Partnership

- 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

What you'll own

As Co-Founder & CEO, you will set the venture's direction and lead its execution.

- Strategy โ€” Refine the ICP, size-tiered pricing model, and product positioning

- Customer Development โ€” 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 โ€” 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 โ€” Lead the seed raise, supported by FutureSight 's network and traction

- Team โ€” Recruit and lead the founding team, and establish the cultural foundation of the company

Co-Founder Profile

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