Talent.com
FutureSight
Co-Founder & CEO - AI Healthcare Revenue RecoveryFutureSight • Toronto, ON, CA
Co-Founder & CEO - AI Healthcare Revenue Recovery

Co-Founder & CEO - AI Healthcare Revenue Recovery

FutureSight • Toronto, ON, CA
1 day ago
Job type
  • Part-time
  • Remote
  • Quick Apply
Job description

The Opportunity

FutureSight is seeking a Co-Founder & CEO to lead Reclaim, an AI-native denial management and revenue recovery venture. This is a co-founder partnership with meaningful founder equity, not a salaried executive role.

We are entering a $16B+ Total Addressable Market with a gaping $ 7.5B–$10B whitespace, targeting the highly underserved mid-market segment. Currently, 30–40% of denied medical claims go uncontested because practices lack the staff and capital to contest them. This systemic failure leaves between $50,000 and $300,000 in legally earned revenue permanently abandoned at each practice every year.

Reclaim AI resolves denied and aged claims end-to-end, embedding outcome-based contingency pricing—meaning practices pay zero upfront, and we only take a cut of the dollars we successfully recover, for our target ideal customer profile (practices with $80K+ in annual recoverable claims).

Market Context

We didn’t just read market reports; we spent weeks interviewing billing managers, practice owners, revenue cycle leaders at health systems, and even digital operations leaders at major insurance companies. The dysfunction we uncovered is staggering, creating a massive opportunity for a disruptor:

  • The pain is so severe, practices are building their own tech: The frustration of payer opacity is so deep that medical billers are hiring part-time software engineers to build in-house robotic process automation (RPA) scrapers just to check claim statuses.
  • Massive, emotional write-offs: Staff carry immense guilt over these administrative losses. One small-practice assistant admitted, "I feel like we probably had to write off probably close to a million dollars" simply because they couldn't keep up with the manual follow-ups.
  • The "Payer-Side Inversion" Opportunity: We discovered that insurance companies are drowning in the exact same claims dysfunction they generate. One major payer we interviewed reported a backlog of 31,000 contested claims that consumed 80% of their staff's operational capacity, forcing emergency hires just to manage the disputes.
  • The Competition is Distracted: Well-funded Tier-1 competitors are charging $15K+ upfront licensing fees and fighting over enterprise health systems. The competitive window to capture the mid-market with a contingency-priced autonomous agent is wide open.

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.

You’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 — Refine the ICP, pricing model, and product positioning
  • Customer Development — Lead pilots with practice owners and revenue cycle leaders, convert them to paid engagements, and build the go-to-market motion
  • Product — Partner with the FutureSight product and engineering team to ship V1 and iterate on user feedback
  • 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

Co-Founder Profile

  • Domain & Workflow Depth: You have direct exposure to healthcare revenue cycle, medical billing, or denial management. You understand the nuanced differences in denial codes, know why administrative denials (like credentialing gaps) are uniquely painful, and intuitively understand the fragmented systems (e.g., Tebra, eClinicalWorks, Availity) that billers are forced to use
  • Previous founding experience at a venture-backed company
  • Demonstrated success in B2B AI or B2B SaaS go-to-market, including 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

How to Apply

Please submit your resume, LinkedIn profile, and a brief note on why this venture aligns with your goals as a founder. We will move quickly for the right candidate.

FutureSight is committed to diversity, equity, and inclusion. We welcome applicants of all backgrounds and experiences.

Create a job alert for this search

Co-Founder & CEO - AI Healthcare Revenue Recovery • Toronto, ON, CA

Similar jobs

Founding AI Platform Engineer - Equity & Growth

PetsAppToronto, ON, CA
Full-time

A tech-driven healthcare firm in Toronto is seeking a Founding Engineer to architect and scale their AI-driven communication platform.You will work closely with the founding team to deliver feature... Show more

 • Promoted

Senior CRO Leader - Remote & AI-Driven Revenue Architect

PuffyToronto, ON, CA
Remote
Full-time

A leading eCommerce brand is looking for a Senior CRO Manager in Toronto to drive on-site conversion optimization.This role requires expertise in analytics and A/B testing, with the goal of enhanci... Show more

 • Promoted

Battery Technologies Co-Founder / CFO (100 % remote) (m/f/d)

EWORToronto, ON, CA
Remote
Full-time

Battery Technologies Co-Founder / CFO (100 % remote) (m/f/d).Join and build a €1B+ company with.You will be directly employed by EWOR and can choose to receive up to.A salary while you build your s... Show more

 • Promoted

Toronto's Fractional Chief AI Governance Leader

xNorth - Executive Leadership SolutionsToronto, ON, CA
Full-time

Take on a pivotal role as Toronto's Fractional Chief AI Governance Officer with xNorth.Spearhead the design and operationalization of AI governance frameworks for enterprise success.This position c... Show more

 • Promoted

Chief Tech Officer: AI-Powered Fashion Marketplace (Equity)

PreloomToronto, ON, CA
Full-time

A leading tech company in Toronto is seeking a CTO to architect and build products to transform the fashion industry.The ideal candidate will have extensive experience in full-stack development, pa... Show more

 • Promoted

Chief Product Officer: Health AI & EMR Strategy Leader

Intrahealth Global Operations LimitedToronto, ON, CA
Full-time

A leading health technology firm in Toronto is seeking an experienced Chief Product Officer/VP of Product to lead product strategy and drive innovation across the WELL ecosystem.The ideal candidate... Show more

 • Promoted

Biotech Co‑Founder & Growth Lead (Remote)

EWORToronto, ON, CA
Remote
Full-time

An innovative startup accelerator is seeking a Biotech Co-Founder / Head of Growth to build a startup remotely.The role offers extensive support from experienced unicorn founders and a unique oppor... Show more

 • Promoted

CEO & Co-Founder — AI-Driven Real Estate Platform

R-LABS Canada Inc.Toronto, ON, CA
Full-time

A leading venture builder in real estate is seeking a CEO and Co-Founder for HomePorter.The role involves leading the startup, driving business strategies, raising capital, and building a high-perf... Show more

 • Promoted

Co-Founder & CFO — Lead a €100M Battery Startup (Remote)

EWORToronto, ON, CA
Remote
Full-time

A leading startup accelerator is seeking a Co-Founder / CFO for a remote position.You will have the chance to build a €1B+ company in the Battery Technologies field while choosing between a salary ... Show more

 • Promoted

Chief Engineering Leader — Cloud, AI & Growth

Sage Recruiting Inc.Toronto, Ontario, Canada
Full-time

A prominent recruiting firm is seeking a Vice President of Engineering to lead technology strategy and cloud operations.The role involves collaborating with executives to drive product innovation a... Show more

 • Promoted

Chief Product Officer in Health Tech Driving AI and Compliance

WELL Health Technologies Corp. (TSX: WELL)Toronto, ON, CA
Full-time

Lead groundbreaking healthcare product initiatives as a Chief Product Officer.Focus on AI integration and EMR expertise to enhance technology solutions for better patient care.This role emphasizes ... Show more

 • Promoted

Remote CEO for AI Strategy & Executive Leadership

Crossing HurdlesToronto, ON, CA
Remote
Full-time

A consulting firm is looking for a remote Chief Executive Officer to apply leadership skills in creating evaluation materials for AI projects.The ideal candidate should have significant experience ... Show more

 • Promoted

Strategic Alliance Account Manager for AI Co-Sell

Karbon DigitalToronto, ON, CA
Full-time

A leading technology company seeks an Account Manager in Toronto, Ontario, to drive revenue growth through strategic partnerships.The role requires 5-10 years of B2B enterprise SaaS sales experienc... Show more

 • Promoted

Biotech Co-Founder / Head of Growth (100 % remote) (m/f/d)

EWORToronto, ON, CA
Remote
Full-time

Biotech Co-Founder / Head of Growth (100% remote) (m/f/d).Join to apply for the Biotech Co-Founder / Head of Growth (100% remote) (m/f/d) role at EWOR.We are serial entrepreneurs, e.Paul Müller (fo... Show more

 • Promoted

CEO and Co-Founder

R-LABS Canada Inc.Toronto, Ontario, Canada
Full-time

CondoCapital, a new venture developed by R-LABS to address real estate and housing challenges in Canada.CondoCapital is a technology-driven solution that leverages algorithmic learning to deploy in... Show more

 • Promoted

Chief AI Enablement & Transformation

Sage Recruiting Inc.Toronto, Ontario, Canada
Full-time

A leading recruitment firm in Canada is seeking a Head of AI Enablement to drive the AI transformation across the organization.The successful candidate will own and execute the AI strategy, deliver... Show more

 • Promoted

Chief Customer Experience & AI Innovation Lead

MNP Executive Search & Professional RecruitmentToronto, ON, CA
Full-time

A leading fintech company based in Toronto is seeking a Director of Customer Experience to enhance customer interactions across all platforms.The ideal candidate will have over 7 years in customer ... Show more

 • Promoted

Chief AI Architect

ScotiabankToronto, ON, CA
Full-time

The Chief AI Architect is the most senior architecture authority in AI and Agentic Engineering and the definitive technical voice for enterprise AI solution design across Scotiabank.This role leads... Show more

 • Promoted

Wealth Ecosystem Product Lead — AI-Driven & Hybrid

Purpose LPToronto, ON, CA
Full-time

A leading financial services company in Toronto is seeking a Senior Product Manager for the Wealth Ecosystem team.This role requires a strong product vision and the ability to manage client relatio... Show more

 • Promoted

Biotech Co-Founder / CCO (100 % remote) (m/f/d)

EWORToronto, ON, CA
Remote
Full-time

Be among the first 25 applicants.We are looking to hire ambitious entrepreneurs to start and scale their own startups.We are serial entrepreneurs, for example Paul Müller (founder Adjust, €1.B exit... Show more