FutureSight Ventures Jobs
Browse currently indexed opportunities at FutureSight Ventures. Job availability can change quickly; confirm the opening on the original source.
AI & Machine Learning · Canada
Co-Founder & CEO — AI-Native Accounting Roll-Up
Work mode not listed · Posted 11/3/2026 · Source checked 11/4/2026
The Opportunity FutureSight is seeking a Co-Founder & CEO to lead Ledgerline , an AI-native accounting roll-up. This is a co-founder partnership with meaningful founder equity, not a salaried executive role. Ledgerline acquires and partners with accounting practices across the US and Canada, rebuilding each one to run AI-native. For every firm, Ledgerline embeds a small technical team that learns the close, tax, and advisory workflows e
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AI & Machine Learning · Canada
Co-Founder & CEO — Supply Chain Tech | AI Returns Recovery
Work mode not listed · Posted 11/3/2026 · Source checked 11/4/2026
The Opportunity FutureSight is seeking a Co-Founder & CEO to lead Riuso , an AI recommerce venture. This is a co-founder partnership with meaningful founder equity, not a salaried executive role. Riuso is the operating record for electronics returns and liquidation benches. Owner-operated resellers and refurbishers spend around eleven minutes identifying, grading and pricing each returned or liquidated unit by hand. When the bench backs
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AI & Machine Learning · Canada
Technical Co-founder - AI for Automotive Retail
Work mode not listed · Posted 11/3/2026 · Source checked 11/4/2026
The Opportunity Every used-car dealer's profit is made or lost the moment they buy the car — not when they sell it. That decision runs on gut feel, spreadsheets, and whoever has a spare hour, inside a $500B industry that hasn't meaningfully modernized how it buys. We think that's an AI-native category waiting to be built, and we're going first. The problem and solution are validated with a domain co-founder who lives this daily and has
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AI & Machine Learning · Canada
Co-Founder & CEO — AI-Native Accounting Firm
Work mode not listed · Posted 11/3/2026 · Source checked 11/4/2026
The Opportunity FutureSight is seeking a Co-Founder & CEO to lead Fieldstone , an AI-native accounting firm. This is a co-founder partnership with meaningful founder equity, not a salaried executive role. Fieldstone is an accounting firm built from a blank page around an agent fleet. Agents run bookkeeping, reconciliation, workpapers, and first-pass tax returns continuously, and every human in the firm sits in a reviewer seat: applying
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AI & Machine Learning · Canada
Technical Co-founder - AI Workforce for Law Firms
Work mode not listed · Posted 11/3/2026 · Source checked 11/4/2026
The Opportunity AI is changing the economics of legal practice. Work that once took hours can increasingly be done in minutes, creating both enormous leverage for lawyers and new pressure to win and serve more clients efficiently. Yet solo practitioners and small law firms still face many of the same constraints: missed calls, slow follow-up, intake handled between client matters, inconsistent marketing, and administrative work competin
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AI & Machine Learning · Canada
Chief Revenue Officer (CRO) & Co-founder - AI for Small Law Firms
Work mode not listed · Posted 11/3/2026 · Source checked 11/4/2026
The Opportunity AI is changing the economics of legal practice. Work that once took hours can increasingly be done in minutes, creating both enormous leverage for lawyers and new pressure to win and serve more clients efficiently. Yet solo practitioners and small law firms still operate with many of the same constraints: missed calls, slow follow-up, intake handled between client matters, inconsistent marketing, and administrative work
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AI & Machine Learning · Canada
Co-Founder & CEO - AI-Native Mortgage Processing
Work mode not listed · Posted 11/3/2026 · Source checked 11/4/2026
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
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AI & Machine Learning · Canada
Co-Founder & CEO — AI-Native Residential Appraisals for Mortgage Lenders
Work mode not listed · Posted 11/3/2026 · Source checked 11/4/2026
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 colla
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AI & Machine Learning · Canada
Co-Founder & CEO - AI-Native Mortgage Processing
Work mode not listed · Posted 11/3/2026 · Source checked 11/4/2026
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
View role →
AI & Machine Learning · Canada
Co-Founder & CEO — AI-Native Accounting Roll-Up
Work mode not listed · Posted 11/3/2026 · Source checked 11/4/2026
The Opportunity FutureSight is seeking a Co-Founder & CEO to lead Ledgerline , an AI-native accounting roll-up. This is a co-founder partnership with meaningful founder equity, not a salaried executive role. Ledgerline acquires and partners with accounting practices across the US and Canada, rebuilding each one to run AI-native. For every firm, Ledgerline embeds a small technical team that learns the close, tax, and advisory workflows e
View role →
AI & Machine Learning · Canada
Technical Co-founder - AI for Automotive Retail
Work mode not listed · Posted 11/3/2026 · Source checked 11/4/2026
The Opportunity Every used-car dealer's profit is made or lost the moment they buy the car — not when they sell it. That decision runs on gut feel, spreadsheets, and whoever has a spare hour, inside a $500B industry that hasn't meaningfully modernized how it buys. We think that's an AI-native category waiting to be built, and we're going first. The problem and solution are validated with a domain co-founder who lives this daily and has
View role →
AI & Machine Learning · Canada
Co-Founder & CEO - AI LegalTech | AI-Native Litigation Defence Operations
Work mode not listed · Posted 11/3/2026 · Source checked 11/4/2026
The Opportunity FutureSight is seeking a Co-Founder & CEO to lead LucentAI , an AI-native litigation operations venture in build at FutureSight. This offers meaningful founder equity, not a salary. LucentAI serves as an autopilot for medical-records and discovery operations in small-to-mid insurance-defence firms. Embedding in case-management systems, it retrieves and reviews records, flags key facts with confidence links, checks billin
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AI & Machine Learning · Canada
Co-Founder & CEO - AI Content Intelligence for Professional Services
Work mode not listed · Posted 11/3/2026 · Source checked 11/4/2026
The Opportunity FutureSight is seeking a Co-Founder & CEO to lead an AI-native content intelligence and publishing venture. This is a co-founder partnership with meaningful founder equity, not a salaried executive role. Orbitwell is an AI-first content workflow that turns a professional's own judgment and stories into a consistent, firm-approved public presence. The platform captures private input through conversation, audio, and dictat
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AI & Machine Learning · Canada
Co-Founder & CEO - AI E-commerce Operations System
Work mode not listed · Posted 11/3/2026 · Source checked 11/4/2026
The Opportunity FutureSight is seeking a Co-Founder & CEO to lead Omnex , an AI-native operating system for multi-channel ecommerce sellers, currently in build at our studio. This is a co-founder partnership with meaningful founder equity, not a salaried executive role. Today's e-commerce businesses run on fragmented software and manual coordination. Sellers operating across Amazon, Shopify, eBay, Walmart, and other channels constantly
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AI & Machine Learning · Canada
Co-Founder & CEO - AI Accounting Agents for CPA Firms
Work mode not listed · Posted 11/3/2026 · Source checked 11/4/2026
The Opportunity FutureSight is seeking a Co-Founder & CEO to lead Crossfoot , an AI-native accounting agent platform. This is a co-founder partnership with meaningful founder equity, not a salaried executive role. Crossfoot is agentic accounting for small-to-mid CPA firms; a segment where accountant shortages are structural, client intake is capped by production headcount, and the manual close and tax prep workflow consumes the majority
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AI & Machine Learning · Canada
Co-Founder & CEO — AI Automation for Growing Companies
Work mode not listed · Posted 11/3/2026 · Source checked 11/4/2026
The Opportunity FutureSight is seeking a Co-Founder & CEO to lead Loomwork , an AI automation venture. This is a co-founder partnership with meaningful founder equity, not a salaried executive role. Loomwork is an AI automation agency for growing companies. Every growing company knows AI is its next growth lever, but few have the people to turn it into working systems. Implementation is the scarce resource. Loomwork helps them find wher
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AI & Machine Learning · Canada
Technical Co-founder - AI Collections Agent
Work mode not listed · Posted 11/3/2026 · Source checked 11/4/2026
The Opportunity Finance teams at B2B companies lose cash the same way every month: an invoice ages past 45 days, someone sends an email, no reply, someone calls, voicemail, they call again next week, still nothing. AR teams spend 60–70% of their week on manual follow-up instead of posting cash, closing disputes, or analyzing aging. Adding headcount doesn't fix it; manual follow-up simply doesn't scale, and every ERP hits the same wall.
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AI & Machine Learning · Canada
Co-Founder & CEO - AI Communication Agents for Freight & Logistics
Work mode not listed · Posted 11/3/2026 · Source checked 11/4/2026
The Opportunity FutureSight is seeking a Co-Founder & CEO to lead HawkAI , an enterprise AI venture for US logistics brokerages, carriers, and warehouse operators. This is a co-founder partnership with meaningful founder equity, not a salaried executive role. HawkAI deploys always-on, multi-channel "AI workers" that autonomously manage high-volume freight communications across calls, texts, and emails, integrating directly with core fre
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AI & Machine Learning · Canada
Co-Founder & CEO - AI Retail Planning Autopilot
Work mode not listed · Posted 11/3/2026 · Source checked 11/4/2026
The Opportunity FutureSight is seeking a Co-Founder & CEO to lead Foundry , an AI-Native Recruiting Agency currently in build at FutureSight. This is a co-founder partnership with meaningful founder equity, not a salaried executive role. Recruiting has run on the same model for decades: firms charge a fixed percentage of a hire's first-year salary for work that is largely manual, sourcing, screening, and outreach done one candidate at a
View role →
AI & Machine Learning · Canada
Co-Founder & CEO - AI Communication Agents for Freight & Logistics
Work mode not listed · Posted 11/3/2026 · Source checked 11/4/2026
The Opportunity FutureSight is seeking a Co-Founder & CEO to lead HawkAI , an enterprise AI venture for US logistics brokerages, carriers, and warehouse operators. This is a co-founder partnership with meaningful founder equity, not a salaried executive role. HawkAI deploys always-on, multi-channel "AI workers" that autonomously manage high-volume freight communications across calls, texts, and emails, integrating directly with core fre
View role →
AI & Machine Learning · Canada
Technical Co-founder - AI Workforce for Law Firms
Work mode not listed · Posted 11/3/2026 · Source checked 11/4/2026
The Opportunity AI is changing the economics of legal practice. Work that once took hours can increasingly be done in minutes, creating both enormous leverage for lawyers and new pressure to win and serve more clients efficiently. Yet solo practitioners and small law firms still face many of the same constraints: missed calls, slow follow-up, intake handled between client matters, inconsistent marketing, and administrative work competin
View role →
AI & Machine Learning · Canada
Technical Co-founder - AI Collections Agent
Work mode not listed · Posted 11/3/2026 · Source checked 11/4/2026
The Opportunity Finance teams at B2B companies lose cash the same way every month: an invoice ages past 45 days, someone sends an email, no reply, someone calls, voicemail, they call again next week, still nothing. AR teams spend 60–70% of their week on manual follow-up instead of posting cash, closing disputes, or analyzing aging. Adding headcount doesn't fix it; manual follow-up simply doesn't scale, and every ERP hits the same wall.
View role →
AI & Machine Learning · Canada
Co-Founder & CEO — AI-Native Residential Appraisals for Mortgage Lenders
Work mode not listed · Posted 11/3/2026 · Source checked 11/4/2026
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 colla
View role →
AI & Machine Learning · Canada
Co-Founder & CEO — InsurTech | AI-Native Insurance Brokerage
Work mode not listed · Posted 11/3/2026 · Source checked 11/4/2026
The Opportunity FutureSight is seeking a Co-Founder & CEO to lead Keystead , an AI-native insurance brokerage venture. This is a co-founder partnership with meaningful founder equity, not a salaried executive role. Keystead is an insurance brokerage built for the small businesses traditional brokers can't afford to serve. AI agents run the full workflow, from intake and multi-carrier quoting to binding and certificates of insurance, wit
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AI & Machine Learning · Canada
Co-Founder & CEO — Supply Chain Tech | AI Returns Recovery
Work mode not listed · Posted 11/3/2026 · Source checked 11/4/2026
The Opportunity FutureSight is seeking a Co-Founder & CEO to lead Riuso , an AI recommerce venture. This is a co-founder partnership with meaningful founder equity, not a salaried executive role. Riuso is the operating record for electronics returns and liquidation benches. Owner-operated resellers and refurbishers spend around eleven minutes identifying, grading and pricing each returned or liquidated unit by hand. When the bench backs
View role →
AI & Machine Learning · Canada
Co-Founder & CEO - AI Accounting Agents for CPA Firms
Work mode not listed · Posted 11/3/2026 · Source checked 11/4/2026
The Opportunity FutureSight is seeking a Co-Founder & CEO to lead Crossfoot , an AI-native accounting agent platform. This is a co-founder partnership with meaningful founder equity, not a salaried executive role. Crossfoot is agentic accounting for small-to-mid CPA firms; a segment where accountant shortages are structural, client intake is capped by production headcount, and the manual close and tax prep workflow consumes the majority
View role →
AI & Machine Learning · Canada
Co-Founder & CEO - AI Retail Planning Autopilot
Work mode not listed · Posted 11/3/2026 · Source checked 11/4/2026
The Opportunity FutureSight is seeking a Co-Founder & CEO to lead Foundry , an AI-Native Recruiting Agency currently in build at FutureSight. This is a co-founder partnership with meaningful founder equity, not a salaried executive role. Recruiting has run on the same model for decades: firms charge a fixed percentage of a hire's first-year salary for work that is largely manual, sourcing, screening, and outreach done one candidate at a
View role →
AI & Machine Learning · Canada
Co-Founder & CEO — AI Automation for Growing Companies
Work mode not listed · Posted 11/3/2026 · Source checked 11/4/2026
The Opportunity FutureSight is seeking a Co-Founder & CEO to lead Loomwork , an AI automation venture. This is a co-founder partnership with meaningful founder equity, not a salaried executive role. Loomwork is an AI automation agency for growing companies. Every growing company knows AI is its next growth lever, but few have the people to turn it into working systems. Implementation is the scarce resource. Loomwork helps them find wher
View role →
AI & Machine Learning · Canada
Co-Founder & CEO - AI Content Intelligence for Professional Services
Work mode not listed · Posted 11/3/2026 · Source checked 11/4/2026
The Opportunity FutureSight is seeking a Co-Founder & CEO to lead an AI-native content intelligence and publishing venture. This is a co-founder partnership with meaningful founder equity, not a salaried executive role. Orbitwell is an AI-first content workflow that turns a professional's own judgment and stories into a consistent, firm-approved public presence. The platform captures private input through conversation, audio, and dictat
View role →
AI & Machine Learning · Canada
Co-Founder & CEO — AI-Native Accounting Firm
Work mode not listed · Posted 11/3/2026 · Source checked 11/4/2026
The Opportunity FutureSight is seeking a Co-Founder & CEO to lead Fieldstone , an AI-native accounting firm. This is a co-founder partnership with meaningful founder equity, not a salaried executive role. Fieldstone is an accounting firm built from a blank page around an agent fleet. Agents run bookkeeping, reconciliation, workpapers, and first-pass tax returns continuously, and every human in the firm sits in a reviewer seat: applying
View role →
AI & Machine Learning · Canada
Co-Founder & CEO - AI E-commerce Operations System
Work mode not listed · Posted 11/3/2026 · Source checked 11/4/2026
The Opportunity FutureSight is seeking a Co-Founder & CEO to lead Omnex , an AI-native operating system for multi-channel ecommerce sellers, currently in build at our studio. This is a co-founder partnership with meaningful founder equity, not a salaried executive role. Today's e-commerce businesses run on fragmented software and manual coordination. Sellers operating across Amazon, Shopify, eBay, Walmart, and other channels constantly
View role →