Co-Founder & CEO — AI-Native Accounting Firm
FutureSight Ventures · futuresight.ventures
- Salary
- Not listed
- Location
- Toronto, ON
- Workplace
- Remote
- Employment type
- Full-time
- Date posted
- November 3, 2026
- Employer
- FutureSight Ventures
Job details
About the role
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 judgment, signing off, and owning the client relationship. You bring your client relationships and your craft. A FutureSight technical co-founder works alongside you inside the practice, automating the work as you do it, so the product is built from real engage
Responsibilities
- Lead Fieldstone's strategy, clients and firm operations
- Own quality of work and act as lead CPA
- Co-build agent fleet with technical co-founder
- Lead CPA licensing and seed fundraising
Requirements
- Licensed US CPA with partner or senior manager experience
- Established book of client relationships
- Strong business development track record
- Hands-on experience with AI tools
Co-Founder & CEO — AI-Native Accounting Firm
FutureSight Ventures · futuresight.ventures
- Salary
- Not listed
- Location
- Canada
- Workplace
- Remote
- Employment type
- Full-time
- Date posted
- November 3, 2026
- Employer
- FutureSight Ventures
Job details
About the role
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 judgment, signing off, and owning the client relationship. You bring your client relationships and your craft. A FutureSight technical co-founder works alongside you inside the practice, automating the work as you do it, so the product is built from real engage
Responsibilities
- Lead Fieldstone's strategy, clients and firm operations
- Own quality of work and act as lead CPA
- Co-build agent fleet with technical co-founder
- Lead CPA licensing and seed fundraising
Requirements
- Licensed US CPA with partner or senior manager experience
- Established book of client relationships
- Strong business development track record
- Hands-on experience with AI tools
Co-Founder & CEO - Entrepreneur in Residence
FutureSight Ventures · futuresight.ventures
- Salary
- Not listed
- Location
- Toronto, ON
- Workplace
- Remote
- Employment type
- Full-time
- Date posted
- November 2, 2026
- Employer
- FutureSight Ventures
Job details
About the role
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 a new venture together. You will work alongside our team to test and refine ideas, kill the ones that don't hold up, and lead the one that does from inception through fundraising and beyond. This is a full-time, exclusive commitment to building and owning a single B2B AI venture from the ground up. A
Responsibilities
- Validate and refine early-stage B2B AI business ideas
- Define ICP, pricing and product positioning
- Lead pilots and build the go-to-market motion
- Lead pre-seed and seed fundraising
Requirements
- Previous founding experience at a venture-backed company
- Demonstrated B2B AI or B2B SaaS go-to-market success
- Fundraising fluency and investor narrative skills
- Proven ability to attract and retain top talent
Co-Founder & CEO - Entrepreneur in Residence
FutureSight Ventures · futuresight.ventures
- Salary
- Not listed
- Location
- Canada
- Workplace
- Remote
- Employment type
- Full-time
- Date posted
- November 2, 2026
- Employer
- FutureSight Ventures
Job details
About the role
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 a new venture together. You will work alongside our team to test and refine ideas, kill the ones that don't hold up, and lead the one that does from inception through fundraising and beyond. This is a full-time, exclusive commitment to building and owning a single B2B AI venture from the ground up. A
Responsibilities
- Validate and refine early-stage B2B AI business ideas
- Define ICP, pricing and product positioning
- Lead pilots and build the go-to-market motion
- Lead pre-seed and seed fundraising
Requirements
- Previous founding experience at a venture-backed company
- Demonstrated B2B AI or B2B SaaS go-to-market success
- Fundraising fluency and investor narrative skills
- Proven ability to attract and retain top talent
Co-Founder & CEO - AI Accounting Agents for CPA Firms
FutureSight Ventures · futuresight.ventures
- Salary
- $20 an hour
- Location
- Toronto, ON
- Workplace
- Remote
- Employment type
- Full-time
- Date posted
- November 2, 2026
- Employer
- FutureSight Ventures
Job details
About the role
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 of senior staff capacity. Crossfoot connects to the tools firms already use (QuickBooks Online, Xero, Drake) and delivers finished work products ready for partner review, without requiring system migration or enterprise-scale implementation. Market Context •
Responsibilities
- Set strategy, pricing and product positioning for Crossfoot
- Lead pilots and convert CPA firms to paid engagements
- Partner with product and engineering to ship V1
- Lead the seed fundraise
Requirements
- Previous founding experience at a venture-backed company
- Proven B2B AI or SaaS go-to-market success
- Fundraising fluency and investor narrative skills
- Deep accounting expertise in CPA firms
Co-Founder & CEO - AI Accounting Agents for CPA Firms
FutureSight Ventures · futuresight.ventures
- Salary
- $20 an hour
- Location
- Canada
- Workplace
- Remote
- Employment type
- Full-time
- Date posted
- November 2, 2026
- Employer
- FutureSight Ventures
Job details
About the role
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 of senior staff capacity. Crossfoot connects to the tools firms already use (QuickBooks Online, Xero, Drake) and delivers finished work products ready for partner review, without requiring system migration or enterprise-scale implementation. Market Context •
Responsibilities
- Set strategy, pricing and product positioning for Crossfoot
- Lead pilots and convert CPA firms to paid engagements
- Partner with product and engineering to ship V1
- Lead the seed fundraise
Requirements
- Previous founding experience at a venture-backed company
- Proven B2B AI or SaaS go-to-market success
- Fundraising fluency and investor narrative skills
- Deep accounting expertise in CPA firms
Co-Founder & CEO - AI Communication Agents for Freight & Logistics
FutureSight Ventures · futuresight.ventures
- Salary
- Not listed
- Location
- Toronto, ON
- Workplace
- Remote
- Employment type
- Full-time
- Date posted
- November 2, 2026
- Employer
- FutureSight Ventures
Job details
About the role
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 systems including TMS, load boards, and broker/carrier databases. The platform handles track-and-trace calls, appointment scheduling, carrier rate negotiation, proof-of-delivery capture, and shipment status updates end-to-end — autonomously resolving 90%+
Responsibilities
- Set venture strategy, ICP and pricing for HawkAI
- Lead pilots and convert freight brokerages to paid customers
- Partner on V1 product and TMS and load board integrations
- Lead the seed raise with FutureSight support
Requirements
- Prior founding experience at a venture-backed company
- Proven B2B SaaS go-to-market and sales success
- Fundraising fluency and investor narrative skills
- Exposure to logistics, freight or transportation software
Co-Founder & CEO - AI Communication Agents for Freight & Logistics
FutureSight Ventures · futuresight.ventures
- Salary
- Not listed
- Location
- Canada
- Workplace
- Remote
- Employment type
- Full-time
- Date posted
- November 2, 2026
- Employer
- FutureSight Ventures
Job details
About the role
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 systems including TMS, load boards, and broker/carrier databases. The platform handles track-and-trace calls, appointment scheduling, carrier rate negotiation, proof-of-delivery capture, and shipment status updates end-to-end — autonomously resolving 90%+
Responsibilities
- Set venture strategy, ICP and pricing for HawkAI
- Lead pilots and convert freight brokerages to paid customers
- Partner on V1 product and TMS and load board integrations
- Lead the seed raise with FutureSight support
Requirements
- Prior founding experience at a venture-backed company
- Proven B2B SaaS go-to-market and sales success
- Fundraising fluency and investor narrative skills
- Exposure to logistics, freight or transportation software
Co-Founder & CEO - AI Content Intelligence for Professional Services
FutureSight Ventures · futuresight.ventures
- Salary
- Not listed
- Location
- Toronto, ON
- Workplace
- Remote
- Employment type
- Full-time
- Date posted
- November 2, 2026
- Employer
- FutureSight Ventures
Job details
About the role
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 dictation, drafts voice-matched content grounded in that person's real expertise, and routes every draft through configurable firm guardrails and human verification before it reaches a ready-to-publish queue. Rather than another point solution for capture, writing,
Responsibilities
- Set strategy, pricing and product positioning for the venture
- Lead customer development and go-to-market through creator-led distribution
- Partner with product and engineering to ship V1
- Lead the seed raise
Requirements
- Previous founding experience at a venture-backed company
- Demonstrated B2B SaaS go-to-market success
- Fundraising fluency and ability to close capital
- Proven ability to attract and retain top talent
Co-Founder & CEO - AI Content Intelligence for Professional Services
FutureSight Ventures · futuresight.ventures
- Salary
- Not listed
- Location
- Canada
- Workplace
- Remote
- Employment type
- Full-time
- Date posted
- November 2, 2026
- Employer
- FutureSight Ventures
Job details
About the role
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 dictation, drafts voice-matched content grounded in that person's real expertise, and routes every draft through configurable firm guardrails and human verification before it reaches a ready-to-publish queue. Rather than another point solution for capture, writing,
Responsibilities
- Set strategy, pricing and product positioning for the venture
- Lead customer development and go-to-market through creator-led distribution
- Partner with product and engineering to ship V1
- Lead the seed raise
Requirements
- Previous founding experience at a venture-backed company
- Demonstrated B2B SaaS go-to-market success
- Fundraising fluency and ability to close capital
- Proven ability to attract and retain top talent
Co-Founder & CEO - AI E-commerce Operations System
FutureSight Ventures · futuresight.ventures
- Salary
- Not listed
- Location
- Toronto, ON
- Workplace
- Remote
- Employment type
- Full-time
- Date posted
- November 2, 2026
- Employer
- FutureSight Ventures
Job details
About the role
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 switch between dashboards, reconcile conflicting data, and make hundreds of operational decisions every day across pricing, inventory, advertising, fulfillment, and customer support. The opportunity sits within a global ecommerce market exceeding $1 trillion in
Responsibilities
- Set strategy, ICP and pricing for Omnex
- Lead pilots with ecommerce sellers and build go-to-market
- Partner with product and engineering to ship V1
- Lead the seed raise
Requirements
- Prior founding experience at a venture-backed company
- B2B SaaS go-to-market and sales experience
- Fundraising fluency and investor narratives
- Direct ecommerce experience or seller network
Co-Founder & CEO - AI E-commerce Operations System
FutureSight Ventures · futuresight.ventures
- Salary
- Not listed
- Location
- Canada
- Workplace
- Remote
- Employment type
- Full-time
- Date posted
- November 2, 2026
- Employer
- FutureSight Ventures
Job details
About the role
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 switch between dashboards, reconcile conflicting data, and make hundreds of operational decisions every day across pricing, inventory, advertising, fulfillment, and customer support. The opportunity sits within a global ecommerce market exceeding $1 trillion in
Responsibilities
- Set strategy, ICP and pricing for Omnex
- Lead pilots with ecommerce sellers and build go-to-market
- Partner with product and engineering to ship V1
- Lead the seed raise
Requirements
- Prior founding experience at a venture-backed company
- B2B SaaS go-to-market and sales experience
- Fundraising fluency and investor narratives
- Direct ecommerce experience or seller network
Co-Founder & CEO - AI LegalTech | AI-Native Litigation Defence Operations
FutureSight Ventures · futuresight.ventures
- Salary
- Not listed
- Location
- Toronto, ON
- Workplace
- Remote
- Employment type
- Full-time
- Date posted
- November 2, 2026
- Employer
- FutureSight Ventures
Job details
About the role
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 reasonableness, and chronologically triages discovery. This human-gated system excludes legal drafting, externalizing review capacity so firms can scale case volume without adding headcount. Market validation through FutureSight’s discovery interviews confirm
Responsibilities
- Set LucentAI strategy, ICP and pricing
- Lead pilots and paid conversions with insurance-defence firms
- Ship V1 product with FutureSight team
- Lead seed fundraising
Requirements
- Previous venture-backed founding experience
- B2B AI or SaaS go-to-market success
- Fundraising fluency
- Deep insurance-defence or claims-operations expertise
Co-Founder & CEO - AI LegalTech | AI-Native Litigation Defence Operations
FutureSight Ventures · futuresight.ventures
- Salary
- Not listed
- Location
- Canada
- Workplace
- Remote
- Employment type
- Full-time
- Date posted
- November 2, 2026
- Employer
- FutureSight Ventures
Job details
About the role
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 reasonableness, and chronologically triages discovery. This human-gated system excludes legal drafting, externalizing review capacity so firms can scale case volume without adding headcount. Market validation through FutureSight’s discovery interviews confirm
Responsibilities
- Set LucentAI strategy, ICP and pricing
- Lead pilots and paid conversions with insurance-defence firms
- Ship V1 product with FutureSight team
- Lead seed fundraising
Requirements
- Previous venture-backed founding experience
- B2B AI or SaaS go-to-market success
- Fundraising fluency
- Deep insurance-defence or claims-operations expertise
Co-Founder & CEO - AI Native Recruiting Firm
FutureSight Ventures · futuresight.ventures
- Salary
- Not listed
- Location
- Toronto, ON
- Workplace
- Remote
- Employment type
- Full-time
- Date posted
- November 2, 2026
- Employer
- FutureSight Ventures
Job details
About the role
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 time. That pricing made sense when the work required a person doing it by hand. It doesn't anymore. Market Context Foundry is an AI-native recruiting firm built around a simple idea: use AI agents to handle sourcing, screening, and candidate evaluation, and ke
Responsibilities
- Set strategy: refine ICP, pricing and positioning
- Lead pilot placements and convert them to paid relationships
- Partner with product and engineering to ship V1
- Lead the seed raise
Requirements
- Prior founding experience at a venture-backed company
- Proven B2B AI or B2B SaaS go-to-market success
- Fundraising fluency and investor narrative skills
- Track record attracting and retaining top talent
Co-Founder & CEO - AI Native Recruiting Firm
FutureSight Ventures · futuresight.ventures
- Salary
- Not listed
- Location
- Canada
- Workplace
- Remote
- Employment type
- Full-time
- Date posted
- November 2, 2026
- Employer
- FutureSight Ventures
Job details
About the role
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 time. That pricing made sense when the work required a person doing it by hand. It doesn't anymore. Market Context Foundry is an AI-native recruiting firm built around a simple idea: use AI agents to handle sourcing, screening, and candidate evaluation, and ke
Responsibilities
- Set strategy: refine ICP, pricing and positioning
- Lead pilot placements and convert them to paid relationships
- Partner with product and engineering to ship V1
- Lead the seed raise
Requirements
- Prior founding experience at a venture-backed company
- Proven B2B AI or B2B SaaS go-to-market success
- Fundraising fluency and investor narrative skills
- Track record attracting and retaining top talent