Co-Founder & CEO - AI-Native Mortgage Origination
- Canada
- Remote
- Posted Sep 1, 2026
- 1 position
Opens an external site
- Employment type
- Full-time
- Experience level
- Lead · 10+ years
- Apply by
- Feb 28, 2027
- Posting language
- English
- Working hours
- 40 hours per week
- Location requirements
- Country, Toronto, Ontario, Canada
- Seniority
- Executive
- Application method
- Direct apply is available
Job summary
The Co-Founder & CEO will set the strategic direction and lead the execution of an AI-native mortgage origination venture. Key duties include refining the ICP, leading customer pilots, managing the seed raise, and recruiting the founding team.
Job details
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.
What you’ll do
The Co-Founder & CEO will set the strategic direction and lead the execution of an AI-native mortgage origination venture. Key duties include refining the ICP, leading customer pilots, managing the seed raise, and recruiting the founding team.
Requirements
Candidates must have previous founding experience at a venture-backed company and a proven track record in B2B SaaS go-to-market and fundraising. Direct exposure to mortgage origination and lending operations is required.
Benefits
• Founder Equity • Pre-seed Capital • Venture Building Resources • Investor and Advisor Network
Listed skills
- Team Leadership · Preferred
- Fundraising · Preferred
Other relevant skills
Identified from the job description. Confirm important requirements above.
- B2B SaaS Go-To-Market
- Fundraising
- Strategic Planning
- Customer Development
- Team Leadership
- Product Strategy
- Mortgage Origination
- Lending Operations
- Investor Relations
- Executive Leadership
Job areas
- Management & Leadership
- Software
- Finance & Accounting
- Technology
- Sales
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