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Added 2 hours ago
OS
Manager / Senior Manager, Healthcare - Industries and Government Practice
Optimus SBR
Toronto, ON
- Full-time
Waterstone Human Capital - Canada’s Most Admired Corporate Cultures™ 2025
Added 2 hours ago
RC
Management Consulting Director, Technology
RSM Canada
Toronto, ON
- Full-time
Serve as a senior trusted advisor to executives navigating complex technology strategies, investments, and transformation programs.
Added 2 hours ago
BT
Senior Manager, Small Business Services
Baker Tilly Canada
Winnipeg, MB
- Full-time
Client service and advisory. You will be the trusted advisor to small and owner-managed businesses. That means meeting with clients regularly about year-end results, cash flow, bookkeeping…
Added 3 hours ago
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Senior Vice President, Energy
AECOM
Markham, ON · Thornhill, Ontario
- $300,000 to $350,000 CAD / year
- Full-time
…help shape and execute our vision of becoming the most trusted advisor to utilities, power generators, transmission owners, governments, and industrial clients. This is a new position that…
Added 4 hours ago
B
Director, Office North America Workplace Services
BMO
Toronto, ON · YNG
- Full-time
Acts as a trusted advisor to senior leaders for making business decisions and implementing strategic initiatives.
Added 4 hours ago
M
AVP Strategy - Intermediary, Product, Institutional
Manulife
Toronto, ON
- Full-time
Analyze industry dynamics, investor, advisor and institutional client needs, consultant and platform trends, competitor actions, product vehicles, pricing developments and emerging business…
Added 4 hours ago
Financial Advisor - Saskatoon CBC & Main Branch
Scotiabank
Saskatoon, SK
…and private banking, corporate and investment banking, and capital…
Added 6 hours ago
AC
Senior Accountant, Assurance and Accounting - Private Enterprise & Public Sector Audit
ACCA Careers
Vancouver, BC
- Full-time
…evolving business and financial reporting landscape. As a trusted advisor, you’ll provide comprehensive, tailored financial information that enables clients to make informed decisions with…
Added 6 hours ago
Project Manager, Buildings & Facilities (Contract)
Tiree
Calgary, AB
Join us in shaping the future of capital project delivery.
Added 6 hours ago
CO
Project Coordinator - Capital Projects - Training Opportunity
City of Kamloops
Kamloops, BC
- Full-time
Fleet Service Advisor – Training Opportunity - City of Kamloops
Added 6 hours ago
CO
Project Coordinator - Capital Projects
City of Kamloops
Kamloops, BC
- Full-time
Fleet Service Advisor – Training Opportunity - City of Kamloops
Added 6 hours ago
CO
Fleet Service Advisor – Training Opportunity
City of Kamloops
Kamloops, BC
- Full-time
Project Coordinator - Capital Projects - Training Opportunity - City of Kamloops
Added 6 hours ago
CO
Fleet Services Advisor
City of Kamloops
Kamloops, BC
- Full-time
Fleet Service Advisor – Training Opportunity - City of Kamloops
Added 6 hours ago
A&
Associate, Restructuring
Alvarez & Marsal
Toronto, ON
- Full-time
Working with client to create a long-term business plan in order to track and manage business performance, manage working capital, and implement cost reduction initiatives.
Added 6 hours ago
T
Project Manager, Buildings & Facilities (Contract)
Tiree
Calgary, AB
- Full-time
Join us in shaping the future of capital project delivery.
Added 7 hours ago
CU
Manager, Ceremonies, Events, and Government Liaison
Carleton University
Ottawa, ON
- Other
…heart of our nation's government and G-7 organizations and this capital advantage provides opportunities for staff and faculty and students to make a positive impact in our community and…
Added 7 hours ago
RU
Management Consulting Director, Technology
RSM US LLP
Toronto, ON
- Full-time
Serve as a senior trusted advisor to executives navigating complex technology strategies, investments, and transformation programs.
Added 7 hours ago
A
Director, Treasury & Business Intelligence
Avana
Regina, SK
- Full-time
…into clear recommendations concerning liquidity, financing, capital allocation, development, portfolio performance, and enterprise…
Added 8 hours ago
CU
Contracts and Agreements Specialist
Carleton University
Ottawa, ON
- Other
…heart of our nation's government and G-7 organizations and this capital advantage provides opportunities for staff and faculty and students to make a positive impact in our community and…
Added 8 hours ago
T&
Associate Director
Turner & Townsend
Toronto, ON
- Full-time
Develop and maintain strong senior client relationships, acting as a trusted advisor and understanding the wider organizational and commercial context in which client decisions are made.
Added 8 hours ago
S
Senior Financial Advisor - 3rd Street, Medicine Hat, AB
Scotiabank
Medicine Hat, AB
- Full-time
…and private banking, corporate and investment banking, and capital…
Added 8 hours ago
SW
ScotiaMcLeod Administrative Associate - London, ON
Scotia Wealth Management
London, ON
- Full-time
by supporting the advisor in regular reviews of portfolios including entering client trades as directed by the client or Advisor and identifying client needs
Added 8 hours ago
CU
Career Consultant
Carleton University
Ottawa, ON
- Other
…heart of our nation's government and G-7 organizations and this capital advantage provides opportunities for staff and faculty and students to make a positive impact in our community and…
Added 8 hours ago
B
Senior Manager, Strategic Learning
BMO
Toronto, ON · FCP
- Full-time
…passionate about building capabilities and experiences across Capital Markets. As a Senior Manager of Strategic Learning, you will partner closely with business leaders, HR, Communications…
Added 8 hours ago
F
Co-Founder & CEO - AI-Native Mortgage Processing
FutureSight
Canada
- Full-time
Investor and advisor network across fintech and early-stage capital markets

FutureSight

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

Canada

Full-time

Apply About employer

Applications open in a new tab.

Job details

Job type: Full-time
Posting language: English
Posted: Nov 3, 2026

Original job description

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 firm already does well. With AI, a firm can deliver accounting faster, cheaper, and more accurately to small businesses that have always treated clean books as a luxury. The people stay. Agents take the routine work, and staff move into advisory and client work where accountability and judgment matter most. Every agent built compounds into a reusable platform across a growing network of firms.

Market Context

There are roughly 10,000 US and Canadian firms in Ledgerline's target band, and the profession is aging out faster than it can replace itself: 57% of multi-owner US firms have no written succession plan, 44% of solo practitioners expect to retire within five years, and new CPA exam candidates dropped from 42,626 to 28,082 in a single year. The model is already proven.

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 MVP development, with potential for follow-on funding
Venture building resources, including embedded 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 direction of the venture and lead its execution.

Strategy: Define the target firm profile, deal thesis, and value creation playbook
Deal Sourcing: Build the funnel from the ground up, identifying practice owners and running outreach through to signed deals
Deal Structuring: Lead valuation and terms across both paths, full acquisitions and equity partnerships, including navigating CPA ownership rules
Transformation: Partner with the embedded FutureSight team to take each firm AI-native and document the capacity and margin gains
Capital: Lead the seed raise and deal financing, supported by FutureSight's network
Team: Recruit and lead the founding team, and establish the cultural foundation of the company

Co-Founder Profile

M&A, corporate development, or private equity experience, ideally in professional services or owner-operated businesses
Track record sourcing, structuring, and closing deals with founder- or owner-led companies
Experience leading post-deal integration or operational transformation
Ability to earn the trust of practice owners and their teams through a major operational change
Fundraising fluency, with the ability to develop investor narratives and close capital
Proven ability to attract, develop, and retain top talent
Exposure to accounting or financial services is a strong plus; an accounting background is not required

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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More about this job

Responsibilities

Set Ledgerline’s strategy and lead deal sourcing, valuation, structuring, and closing for accounting practice acquisitions and equity partnerships. Lead the AI-native transformation of acquired firms, raise capital, recruit the founding team, and establish the company’s culture.

Requirements

Candidates should bring substantial M&A, corporate development, or private equity experience, a record of sourcing and closing deals with owner-led companies, and experience with post-deal integration or operational transformation. They should also be able to build trust with practice owners, raise capital, and attract and retain talent; accounting or financial services exposure is a strong plus, but an accounting background is not required.

Skills

Mergers and Acquisitions
Corporate Development
Private Equity
Deal Sourcing
Deal Structuring
Valuation
Post-Deal Integration
Operational Transformation
Fundraising
Investor Relations
Strategic Planning
Team Leadership
Talent Recruitment
Change Management
Accounting
Artificial Intelligence

Benefits

Founder Equity
Pre-Seed Capital
Venture-Building Resources
Investor and Advisor Network

Visa sponsorship

Not detected in the job text

Keywords

Accounting
Accounting Practices
Artificial Intelligence
AI Agents
Accounting Workflows
Mergers and Acquisitions
Private Equity
Corporate Development
Deal Sourcing
Deal Structuring
Valuation
Equity Partnerships
Business Transformation
Post-Deal Integration
Operational Transformation
Fundraising
Seed Financing
Venture Building
Founder Equity
Professional Services
Financial Services
Small Businesses
Tax
Advisory Services
Team Building

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