Co-Founder & CEO — AI-Native Accounting Roll-Up

Queen's Park, City of Toronto

On-site

Full-time

No salary postedYesterday

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Employment type: Full-time · On-site
Posted: November 3, 2026
Province: Ontario (ON)

Hiring confidence: Sparse posting · 22/100

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Job Overview

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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 end to end, then builds a fleet of AI agents around what the…

This role is based in Ontario. FutureSight Ventures is hiring for this full-time position through Jobily, where you can check how well your resume matches the posting before you apply.

Market context

About this role in Ontario

Average salary for Co-Founder & CEO — AI-Native Accounting Roll-Up in Ontario

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Typical qualifications for Canadian employers

Co-founder mindset with ability to build and scale a company
Experience in accounting, finance, or professional services
Understanding of AI and automation technologies
Ability to lead technical and business teams
Knowledge of US and Canadian accounting practices

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What you'll do

Lead Ledgerline as Co-Founder & CEO
Drive acquisition and partnership strategy for accounting practices
Oversee rebuilding of acquired firms into AI-native operations
Manage technical teams embedded within partner practices
Learn and optimize accounting workflows (close, tax, advisory)
Build and deploy AI agent fleets across portfolio companies
Develop go-to-market strategy across US and Canada
Scale company operations and team

What you'll need

Co-founder mindset with ability to build and scale a company
Experience in accounting, finance, or professional services
Understanding of AI and automation technologies
Ability to lead technical and business teams
Knowledge of US and Canadian accounting practices
Entrepreneurial experience or track record
Ability to commit to founder role with equity compensation