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Posted 4 days ago

Co-Founder & CEO — AI-Native Accounting Firm

@ FutureSight Ventures

Remote in Canada

RemoteFull-time
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Overview

FutureSight Ventures is hiring a Co-Founder & CEO to lead Fieldstone, an AI-native accounting firm. This is a full-time co-founder partnership with meaningful founder equity, not a salaried executive role. The work covers client relationships, review quality, product co-building with a technical co-founder, CPA licensing, seed fundraising and hiring reviewer CPAs.

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
  • Hire reviewer CPAs and build firm culture

Requirements summary:

  • 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
  • Experience in bookkeeping, tax and advisory for 1M–20M businesses

Tools & skills

Source and dates

Employer career site / ATS feed · teamtailor

Employer posting date
2026-11-03
First seen by our source
2026-11-03
Source record updated
2026-11-03

These dates describe the source record, not a live verification that the employer is still hiring. Check the original posting.

Job details

SeniorityExecutive
DepartmentBusiness operations
Manages peopleYes
Hours per week40 (estimated)
Work settingOffice
Physical demandsphysical low · computer high
LanguagesEnglish
Licences & certificationsCPA
Perks mentionedStock or equity

Summary and details written by AI from the posting; the employer’s posting is the authority.

FutureSight Ventures

Saved company profile

Historical company information from a saved The Jobs API profile (LinkedIn/Crunchbase fields). It is not live-verified; figures may have changed. Missing values remain unknown.

We co-found and fund vertical B2B AI companies. We are your full-stack co-founding team.

Full company description

FutureSight is a leading venture builder located in Toronto, San Francisco, and Los Angeles. We cofound and fund vertical B2B AI software companies with values-driven entrepreneurs from zero to one. We are a team of founders, operators, investors, and designers with experience successfully bringing software to market at scale.

LinkedIn followers
29,208
People associated on LinkedIn
45
Reported office locations
  • 2193 Filmore Street, San Francisco, California 94115, US
  • 101 College St, 250, Toronto, Ontario M5G 1L7, CA
Other recorded names
  • FutureSight
Profile identifies a recruitment agency
No

FutureSight is a leading venture builder located in Toronto, San Francisco, and Los Angeles. We cofound and fund vertical B2B AI software companies with values-driven entrepreneurs from zero to one. We are a team of founders, operators, investors, and designers with experience successfully bringing software to market at scale.

FieldValue
IndustryVenture Capital and Private Equity Principals
Company size11-50 employees
HeadquartersSan Francisco, California
Organization typePrivately Held
Year founded2021
Open jobs on Jobsy42
LinkedInView page
Job description

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.

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