FutureSight Ventures - 21 Jobs
Toronto, ON
Job Details:
FutureSight is seeking a Co-Founder & CEO to lead Comparo, an AI-native residential appraisal venture. This is a co-founder partnership with meaningful founder equity, not a salaried executive role.
Comparo is an AI-native residential appraisal firm built for independent mortgage banks and private lenders. Today, a lender waits 5 to 10 days for an appraisal that takes under an hour of real analytical work. Comparo collapses that to 24 hours. Homeowners or data collectors capture the property with a phone scan, AI selects comparables, runs adjustments and drafts the full report, and a licensed appraiser reviews and signs. Comparo sells the finished, UAD 3.6-compliant appraisal rather than software, so it owns the workflow end to end and captures the full per-report fee. The same engine extends to tax appeals, insurance, estate valuations and continuous portfolio revaluation for lenders and mortgage-backed asset holders.
Market ContextThe US residential appraisal industry is an $8.8-11.4B market, with roughly 5 million appraisals completed each year at $400-700 per report. Mortgage appraisals ordered by independent mortgage banks and private lenders represent a $1.5-2.1B serviceable market. The timing is sharp: UAD 3.6 becomes mandatory on November 2, 2026, expanding each report from roughly 700 to 3,600 data fields, while an aging workforce of 75,000–80,000 licensed appraisers shrinks.
About FutureSightFutureSight 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 PartnershipFounder 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, proptech 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
As Co-Founder & CEO, you will set the venture's direction and lead execution.
Strategy — Refine the ICP, pricing model, and product positioning
Customer Development — Lead pilots with independent mortgage banks and private lenders, convert them to paid engagements, secure approved-panel status, 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
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 lending, residential appraisal, AMC operations, or proptech
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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