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

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

06 Aug
|
FutureSight
|
Toronto

06 Aug

FutureSight

Toronto

The Chance Future

Sight is seeking a Co-Founder & CEO to lead LucentAI , an AI-native litigation operations venture in build at Future

Sight.

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 Future

Sights 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 $150M$600M across 1,5003,000 firms; the full roadmap reaches a $100M obtainable market (SOM $110M$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 Future

Sight Future

Sight 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.

Youll 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 Future

Sight 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 Future

Sight''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 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 Future

Sight 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 Future

Sight''s network and traction Team Recruit and lead the founding team, and establish the cultural foundation of the company Co-Founder Profile 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.

How to Apply Please submit your resume, Linked

In profile, and a brief note on why this venture aligns with your goals as a founder.

We will move quickly for the right candidate.

Future

Sight is committed to diversity, equity, and inclusion.

We welcome applicants of all backgrounds and experiences.

📌 Co-Founder & CEO - AI LegalTech | AI-Native Litigation Defence Operations (Toronto)
🏢 FutureSight
📍 Toronto

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