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Co-Founder & CEO - AI-Native Mortgage OriginationFutureSight • Toronto, ON, CA
Co-Founder & CEO - AI-Native Mortgage Origination

Co-Founder & CEO - AI-Native Mortgage Origination

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

The Opportunity

FutureSight is seeking a Co-Founder & CEO to lead Closeline, an AI-native mortgage origination venture. This is a co-founder partnership with meaningful founder equity, not a salaried executive role.

Closeline is building the AI-native infrastructure for mortgage origination, purpose-built for brokers and mid-market IMBs. The agent owns the full loan file lifecycle: reading documents, checking them against investor and agency guidelines, and routing each loan through to a decision, acting rather than waiting on a human, and earning more autonomy as trust builds loan by loan. Customer discovery validates a real, recurring cost problem in this segment: lenders spend thousands of dollars to originate a single loan today, a cost that's climbed roughly 35% over the past three years, with up to 80% of that time spent on manual document review.

The US mortgage market processes roughly 6.5 million loans a year across close to 5,000 lending institutions, an estimated $3.25B in addressable software spend at Closeline's pricing. Brokers and mid-market IMBs alone originate about 5.3 million loans a year, representing a $2.65B segment, our initial target market. At target pricing, firms see an estimated 8 to 10x return on what they're currently paying to originate a loan.

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 venture building 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 fintech 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 underwriters, processors, and operations leads, 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

  • Previous founding experience at a venture-backed company
  • Demonstrated success in 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
  • Direct exposure to mortgage origination and lending operations

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.

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Co-Founder & CEO - AI-Native Mortgage Origination • Toronto, ON, CA

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