Co-Founder & CEO — AI-Native Residential Appraisals for Mortgage Lenders

Canada
Remote
Posted Oct 3, 2026
1 position

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Employment type: Internship / apprenticeship
Experience level: Lead · 10+ years
Posting language: English
Working hours: 40 hours per week
Location requirements: Country, Toronto, Ontario, Canada
Seniority: Executive

Job summary

Set Comparo’s strategy and lead customer development, including running pilots with independent mortgage banks and private lenders, converting pilots to paid engagements, and securing approved-panel status. Partner with FutureSight to build and iterate on the product, raise seed capital, recruit the founding team, and establish the company’s culture.

Job details

The Opportunity 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 Context The 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 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, 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 What You’ll Own 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 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 lending, residential appraisal, AMC operations, or proptech 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

Requirements

Candidates should have prior founding experience at a venture-backed company, a record of B2B SaaS go-to-market success, fundraising fluency, and the ability to attract and retain talent. Direct exposure to mortgage lending, residential appraisal, appraisal management company operations, or proptech is sought.