Co-Founder & CEO — AI-Native Accounting Firm

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

This posting is missing most of the signals we look for, or shows patterns common to listings that are not actively being filled. Check with the employer before applying. How this is scored

Job Overview

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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. …

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 Firm in Ontario

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Typical qualifications for Canadian employers

Ability to partner as co-founder with meaningful equity stake
Deep accounting or finance background
Understanding of AI and automation
Client management and relationship building experience
Entrepreneurial mindset and startup experience

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What you'll do

Lead Fieldstone as Co-Founder & CEO
Establish firm strategy and vision around AI-native operations
Oversee agent fleet managing bookkeeping, reconciliation, workpapers, and tax returns
Build and manage team of reviewers and human staff
Own client relationships and quality assurance
Develop business model and drive firm growth
Manage integration of AI agents with human expertise

What you'll need

Ability to partner as co-founder with meaningful equity stake
Deep accounting or finance background
Understanding of AI and automation
Client management and relationship building experience
Entrepreneurial mindset and startup experience
Leadership capability to build and scale a team