FutureSight

31 open rolesfuturesight.ventures ↗Visa-friendly roles

Canada

Locations: Toronto

Technical Co-founder (CTO) - AI Legal Front Desk
FutureSight·Canada
THE OPPORTUNITY Solo practitioners and small law firms still lose work the same way: missed calls, slow callbacks, and intake handled between hearings. Hiring is no answer — payroll, training, and turnover are exactly what these firms cannot absorb. Problem and solution validation are complete. Multiple live pilots are entering production evaluation. The next phase is proving in-production reliability, delivery…
- Remote
- Full-time
- Express Entry — PR day one, no employer
18d ago
Technical Co-founder (CTO) - AI Legal Front Desk
FutureSight·Toronto, Canada
THE OPPORTUNITY Solo practitioners and small law firms still lose work the same way: missed calls, slow callbacks, and intake handled between hearings. Hiring is no answer — payroll, training, and turnover are exactly what these firms cannot absorb. Problem and solution validation are complete. Multiple live pilots are entering production evaluation. The next phase is proving in-production reliability, delivery…
- Remote
- Full-time
- Express Entry — PR day one, no employer
18d ago
Technical Co-founder (CTO) - AI Collections Agent
FutureSight·Canada
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;…
- Remote
- Full-time
- Express Entry — PR day one, no employer
18d ago
Technical Co-founder (CTO) - AI Collections Agent
FutureSight·Toronto, Canada
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;…
- Remote
- Full-time
- Express Entry — PR day one, no employer
18d ago
Product & Technical Co-founder (CPTO) - AI Compliance Platform
FutureSight·Canada
THE OPPORTUNITY Compliance at U.S. RIAs, broker-dealers, and wealth fintechs still runs largely on manual review — analysts reading marketing materials line by line, scanning communications for keywords, and reviewing trades and trade requests by hand. Across more than 25,000 firms, operational costs are significant, and regulatory exposure is even greater. Global RegTech spend is projected to grow from roughly…
- Remote
- Full-time
- Express Entry — PR day one, no employer
18d ago
Product & Technical Co-founder (CPTO) - AI Compliance Platform
FutureSight·Toronto, Canada
THE OPPORTUNITY Compliance at U.S. RIAs, broker-dealers, and wealth fintechs still runs largely on manual review — analysts reading marketing materials line by line, scanning communications for keywords, and reviewing trades and trade requests by hand. Across more than 25,000 firms, operational costs are significant, and regulatory exposure is even greater. Global RegTech spend is projected to grow from roughly…
- Remote
- Full-time
- Express Entry — PR day one, no employer
18d ago
Entrepreneur in Residence - Technical Co-founder (CTO)
FutureSight·Canada
THE OPPORTUNITY FutureSight is seeking an applied AI builder to co-found and lead the technical direction of a new B2B AI venture from the ground up. This is a co-founder partnership with founder-level equity and founder-level authority, not a salaried executive role. We are not looking for someone who manages engineers from a distance or adds AI language to a…
- Remote
- Full-time
- Express Entry — PR day one, no employer
18d ago
Entrepreneur in Residence - Technical Co-founder (CTO)
FutureSight·Toronto, Canada
THE OPPORTUNITY FutureSight is seeking an applied AI builder to co-found and lead the technical direction of a new B2B AI venture from the ground up. This is a co-founder partnership with founder-level equity and founder-level authority, not a salaried executive role. We are not looking for someone who manages engineers from a distance or adds AI language to a…
- Remote
- Full-time
- Express Entry — PR day one, no employer
18d ago
Co-Founder & CEO - Entrepreneur in Residence
FutureSight·Canada
THE OPPORTUNITY FutureSight is seeking an experienced, visionary entrepreneur to co-found its next B2B AI venture with us. This is a co-founder partnership with meaningful founder equity, not a salaried executive role. This opportunity is open to repeat entrepreneurs who may already have an early-stage idea they're exploring, or who want to partner with FutureSight to validate, shape, and launch…
- Remote
- Full-time
- Express Entry — PR day one, no employer
18d ago
Co-Founder & CEO - Entrepreneur in Residence
FutureSight·Toronto, Canada
THE OPPORTUNITY FutureSight is seeking an experienced, visionary entrepreneur to co-found its next B2B AI venture with us. This is a co-founder partnership with meaningful founder equity, not a salaried executive role. This opportunity is open to repeat entrepreneurs who may already have an early-stage idea they're exploring, or who want to partner with FutureSight to validate, shape, and launch…
- Remote
- Full-time
- Express Entry — PR day one, no employer
18d ago
Co-Founder & CEO - AI WealthTech
FutureSight·Canada
THE OPPORTUNITY FutureSight is seeking a Co-Founder & CEO to lead Weli AI, a B2B WealthTech venture. This is a co-founder partnership with meaningful founder equity, not a salaried executive role. Weli AI is an embedded intelligence layer for wealth advisors. It integrates market and news signals with client and portfolio data to surface prioritized next-best actions and auto-draft client…
- Remote
- Full-time
- Express Entry — PR day one, no employer
18d ago
Co-Founder & CEO - AI WealthTech
FutureSight·Toronto, Canada
THE OPPORTUNITY FutureSight is seeking a Co-Founder & CEO to lead Weli AI, a B2B WealthTech venture. This is a co-founder partnership with meaningful founder equity, not a salaried executive role. Weli AI is an embedded intelligence layer for wealth advisors. It integrates market and news signals with client and portfolio data to surface prioritized next-best actions and auto-draft client…
- Remote
- Full-time
- Express Entry — PR day one, no employer
18d ago
Co-Founder & CEO - AI Retail Planning Autopilot
FutureSight·Canada
THE OPPORTUNITY FutureSight is seeking a Co-Founder & CEO to lead Maestro, an AI-native inventory-planning intelligence venture. This is a co-founder partnership with meaningful founder equity, not a salaried executive role. Maestro is an autopilot planning intelligence for SMB operators managing physical inventory complexity without a planning team. It connects across channels and ERPs, handles routine decisions silently, and surfaces…
- Remote
- Full-time
- Express Entry — PR day one, no employer
18d ago
Co-Founder & CEO - AI Retail Planning Autopilot
FutureSight·Toronto, Canada
THE OPPORTUNITY FutureSight is seeking a Co-Founder & CEO to lead Maestro, an AI-native inventory-planning intelligence venture. This is a co-founder partnership with meaningful founder equity, not a salaried executive role. Maestro is an autopilot planning intelligence for SMB operators managing physical inventory complexity without a planning team. It connects across channels and ERPs, handles routine decisions silently, and surfaces…
- Remote
- Full-time
- Express Entry — PR day one, no employer
18d ago
Co-Founder & CEO - AI Native Recruiting Firm
FutureSight·Canada
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,…
- Remote
- Full-time
- Express Entry — PR day one, no employer
18d ago
Co-Founder & CEO - AI Native Recruiting Firm
FutureSight·Toronto, Canada
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,…
- Remote
- Full-time
- Express Entry — PR day one, no employer
18d ago
Co-Founder & CEO - AI LegalTech | AI-Native Litigation Defence Operations
FutureSight·Canada
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 billing…
- Remote
- Full-time
- Express Entry — PR day one, no employer
18d ago
Co-Founder & CEO - AI LegalTech | AI-Native Litigation Defence Operations
FutureSight·Toronto, Canada
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 billing…
- Remote
- Full-time
- Express Entry — PR day one, no employer
18d ago
Co-Founder & CEO - AI Healthcare Revenue Recovery
FutureSight·Canada
THE OPPORTUNITY FutureSight is seeking a Co-Founder & CEO to lead Reclaim, an AI-native denial management and revenue recovery venture. This is a co-founder partnership with meaningful founder equity, not a salaried executive role. We are entering a $16B+ Total Addressable Market with a gaping $ 7.5B–$10B whitespace, targeting the highly underserved mid-market segment. Currently, 30–40% of denied medical claims…
- Remote
- Full-time
- Express Entry — PR day one, no employer
18d ago
Co-Founder & CEO - AI Healthcare Revenue Recovery
FutureSight·Toronto, Canada
THE OPPORTUNITY FutureSight is seeking a Co-Founder & CEO to lead Reclaim, an AI-native denial management and revenue recovery venture. This is a co-founder partnership with meaningful founder equity, not a salaried executive role. We are entering a $16B+ Total Addressable Market with a gaping $ 7.5B–$10B whitespace, targeting the highly underserved mid-market segment. Currently, 30–40% of denied medical claims…
- Remote
- Full-time
- Express Entry — PR day one, no employer
19d ago
Co-Founder & CEO - AI E-commerce Operations System
FutureSight·Toronto, Canada
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…
- Remote
- Full-time
- Express Entry — PR day one, no employer
19d ago
Co-Founder & CEO - AI E-commerce Operations System
FutureSight·Canada
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…
- Remote
- Full-time
- Express Entry — PR day one, no employer
19d ago
Co-Founder & CEO - AI Content Intelligence & Publishing Engine
FutureSight·Canada
THE OPPORTUNITY FutureSight is seeking a Co-Founder & CEO to lead InfluTracker, an AI-native content intelligence and publishing venture. This is a co-founder partnership with meaningful founder equity, not a salaried executive role. InfluTracker is an AI-first content intelligence engine that transforms raw information into structured insights and ready-to-publish content. The platform ingests high-signal content from sources like LinkedIn, X,…
- Remote
- Full-time
- Express Entry — PR day one, no employer
19d ago
Co-Founder & CEO - AI Content Intelligence & Publishing Engine
FutureSight·Toronto, Canada
THE OPPORTUNITY FutureSight is seeking a Co-Founder & CEO to lead InfluTracker, an AI-native content intelligence and publishing venture. This is a co-founder partnership with meaningful founder equity, not a salaried executive role. InfluTracker is an AI-first content intelligence engine that transforms raw information into structured insights and ready-to-publish content. The platform ingests high-signal content from sources like LinkedIn, X,…
- Remote
- Full-time
- Express Entry — PR day one, no employer
19d ago
Co-Founder & CEO - AI Communication Agents for Freight & Logistics
FutureSight·Canada
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 freight…
- Remote
- Full-time
- Express Entry — PR day one, no employer
19d ago
Co-Founder & CEO - AI Communication Agents for Freight & Logistics
FutureSight·Toronto, Canada
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 freight…
- Remote
- Full-time
- Express Entry — PR day one, no employer
19d ago
Co-Founder & CEO - AI Clinical Documentation Compliance
FutureSight·Canada
THE OPPORTUNITY FutureSight is seeking a Co-Founder & CEO to lead Concordance, an AI-native clinical documentation compliance venture. This is a co-founder partnership with meaningful founder equity, not a salaried executive role. Concordance AI audits 100% of healthcare charts in real-time, catches payer-specific gaps before they hit billing, and eliminates the manual QA overhead that costs organizations millions in denials…
- Remote
- Full-time
- Express Entry — PR day one, no employer
19d ago
Co-Founder & CEO - AI Clinical Documentation Compliance
FutureSight·Toronto, Canada
THE OPPORTUNITY FutureSight is seeking a Co-Founder & CEO to lead Concordance, an AI-native clinical documentation compliance venture. This is a co-founder partnership with meaningful founder equity, not a salaried executive role. Concordance AI audits 100% of healthcare charts in real-time, catches payer-specific gaps before they hit billing, and eliminates the manual QA overhead that costs organizations millions in denials…
- Remote
- Full-time
- Express Entry — PR day one, no employer
19d ago
Co-Founder & CEO - AI Accounting Agents for CPA Firms
FutureSight·Canada
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…
- Remote
- Full-time
- Express Entry — PR day one, no employer
19d ago
Co-Founder & CEO - AI Accounting Agents for CPA Firms
FutureSight·Toronto, Canada
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…
- Remote
- Full-time
- Express Entry — PR day one, no employer
19d ago
Fractional CFO (Chief Financial Officer)
FutureSight·Toronto, Canada
ABOUT FUTURESIGHT FutureSight Ventures is a venture builder that cofounds and invests in B2B AI software companies. We sit at the intersection of fund management and venture creation: we run a fund with LPs, we incubate and incorporate new ventures, and we provide ongoing financial, operational, and strategic support to the companies in our portfolio. We are hiring a Chief…
- Remote
- Full-time
- Express Entry — PR day one, no employer
May 15