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FutureSight

Co-Founder & CEO - AI-Native Mortgage Origination

Posted 6 Days Ago
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In-Office or Remote
Hiring Remotely in Toronto, ON
Expert/Leader
In-Office or Remote
Hiring Remotely in Toronto, ON
Expert/Leader
Lead Closeline, an AI-native mortgage origination venture, as Co-Founder and CEO. Own venture strategy, customer discovery, pilot conversion, pricing, product development, fundraising, hiring, and team culture. Partner with FutureSight’s design, engineering, growth, and fundraising teams to launch the MVP, secure customers, raise seed capital, and build a scalable B2B SaaS company serving mortgage brokers and mid-market independent mortgage banks.
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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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