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- Employment type
- Full-time
- Experience level
- Lead · 10+ years
- Minimum education
- Professional degree
- Posting language
- English
- Working hours
- 40 hours per week
- Location requirements
- Country, Toronto, Ontario, Canada
- Seniority
- Executive
Job summary
Set the venture’s direction and lead its execution, bringing in founding clients, winning new mid-market business, and owning accounting quality and client relationships. Partner with the technical co-founder to automate practice workflows, lead licensing and fundraising, and hire reviewer CPAs.
Job details
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 engagements from day one. Market Context US accounting services is a $150B industry, with an estimated $29B serviceable market across 900K US and Canadian businesses in the $1-20M revenue band. Demand is growing while supply collapses: over 300,000 accountants have left the profession since 2020, CPA exam candidates are down more than 30% over the past decade, and roughly 75% of active CPAs are retirement-eligible. Regional firms are turning away mid-market clients because they no longer have the capacity to serve them. That is Fieldstone's entry point. About FutureSight FutureSight is a leading venture builder that co-creates world-class software companies with values-driven entrepreneurs from inception to exit. We are a team of founders, operators and designers with experience successfully bringing software to market at scale. You’ll co-create with a proven venture building team, led by John Carbrey (4x entrepreneur, $100M ARR), Krista LaRiviere (3x exited, E&Y Top Women Entrepreneur), Alan Smith (Strategyzer co-founder, $120M in products built), Prathna Ramesh (former MD of Maple Leaf Angels, $275M in follow-on capital), and Johnny Tong (0-to-1 builder, acquired by SAP and Stripe) bring a rare combination of operator exits, institutional investing, and AI product depth. The Partnership Founder equity with meaningful ownership from inception Pre-seed capital committed by FutureSight for early hires and agent development, with potential for follow-on funding A technical co-founder embedded in your practice from day one, building the agent fleet around your workflow Venture building resources, including design, engineering, growth, and fundraising support from day one Investor and advisor network across fintech and early-stage capital markets A true co-creation model in which you operate as CEO with FutureSight's cross-functional team as your partner What You’ll Own As Co-Founder & CEO, you will set the venture's direction and lead its execution. Clients: Bring over your founding client base and win new mid-market clients through your network Practice: Own quality of work, review standards, and every client relationship as the firm's lead CPA Product: Work side by side with the technical co-founder, turning your daily workflow into agents and your review corrections into accuracy gains Licensing: Lead firm registration and CPA licensing across US states Capital: Lead the seed raise, supported by FutureSight's network and traction Team: Hire reviewer CPAs and establish the cultural foundation of the firm Co-Founder Profile Licensed US CPA with partner or senior manager experience at an accounting firm An established book of client relationships you can bring into a new firm Hands-on experimentation with AI tools in your own practice, and conviction that the firm model needs to change Strong business development track record, winning and retaining clients on the strength of your work Product mindset, with the curiosity to break down your own workflow and shape how it gets automated Ability to build an investor narrative and close capital with FutureSight's support Experience in bookkeeping, tax, and advisory for 1M–20M businesses How To Apply Please submit your resume, LinkedIn profile, and a brief note on why this venture aligns with your goals as a founder. We will move quickly for the right candidate. FutureSight is committed to diversity, equity, and inclusion. We welcome applicants of all backgrounds and experiences.
What you’ll do
Set the venture’s direction and lead its execution, bringing in founding clients, winning new mid-market business, and owning accounting quality and client relationships. Partner with the technical co-founder to automate practice workflows, lead licensing and fundraising, and hire reviewer CPAs.
Requirements
Requires a US CPA license, partner or senior manager experience, and an established client base, with experience serving businesses generating $1 million to $20 million in revenue. Candidates should demonstrate strong business development, hands-on experimentation with AI tools, a product mindset, and the ability to build an investor narrative and raise capital.
Benefits
- Founder Equity
- Pre-Seed Capital
- Potential Follow-On Funding
- Venture-Building Support
- Investor and Advisor Network
Listed skills
- Accounting · Preferred
- Bookkeeping · Preferred
- Client Relationship Management · Preferred
- Business development · Preferred
- Product Development · Preferred
- Fundraising · Preferred
- Team building · Preferred
Other relevant skills
Identified from the job description. Confirm important requirements above.
- CPA Licensing
- Accounting
- Bookkeeping
- Tax Preparation
- Advisory Services
- Client Relationship Management
- Business Development
- Practice Leadership
- Quality Review
- AI Workflow Automation
- Product Development
- Fundraising
- Team Building
- Investor Relations
Job areas
- Finance & Accounting
- Management & Leadership
- Technology
- Sales
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