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Added 44 mins ago
AI Architect
Agility IT
Toronto, ON
Full-time
Define multi-agent orchestration patterns across ingestion, mapping, validation, exception handling, and approval processes
Added 1 hour ago
Sr Backend Developer
Aarorn Technologies Inc
Brampton, ON
$45 CAD / hour
Contract
We are seeking a proficient 5 to 8 years Java Backend Senior Developer in Java Spring Boot.
Added 2 hours ago
Intermediate Software Engineer
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Toronto, ON
$90,000 to $110,000 CAD / year
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…libraries or AltaForge - supporting the AltaForge Clients and Same-Agent-Across-Clients north…
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…Cursor as a core part of how you work, while building across agent logic, backend services, data, and the customer-facing…
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TD
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…patterns across LLMs, Retrieval-Augmented Generation (RAG), multi-agent systems, and orchestration frameworks while ensuring solutions are secure, scalable, cost-aware, and…
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Added 4 hours ago
EU417P A5: Curriculum and Pedagogies in Social Studies and Indigenous Education, PJ (Winter 2027)
Wilfrid Laurier University
Brantford, ON
…Laurier Faculty Association (WLUFA) is the exclusive bargaining agent. All applicants are assessed using both the “Appendix H: Assessment of CTF Candidates under 13.6.1” in the collective…
Added 4 hours ago
REPOSTED: EU429I C5: Integrating through Science and Technology Education, Jr/Int. (Winter 2027)
Wilfrid Laurier University
Brantford, ON
…Laurier Faculty Association (WLUFA) is the exclusive bargaining agent. All applicants are assessed using both the “Appendix H: Assessment of CTF Candidates under 13.6.1” in the collective…
Added 4 hours ago
EU492 D5: Equity and Diversity in Schools (Winter 2027)
Wilfrid Laurier University
Brantford, ON
…Laurier Faculty Association (WLUFA) is the exclusive bargaining agent. All applicants are assessed using both the “Appendix H: Assessment of CTF Candidates under 13.6.1” in the collective…
Added 4 hours ago
EU492 D6: Equity and Diversity in Schools (Winter 2027)
Wilfrid Laurier University
Brantford, ON
…Laurier Faculty Association (WLUFA) is the exclusive bargaining agent. All applicants are assessed using both the “Appendix H: Assessment of CTF Candidates under 13.6.1” in the collective…
Added 6 hours ago
Manager, Data Architecture
Black Diamond Group
Calgary, AB
Full-time
Ensure production solutions are maintained under source control, documented, and supportable by resources other than the original developer.
Added 7 hours ago
Associate Director, AI Products Development Lead
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Halifax, NS
Full-time
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Added 7 hours ago
Co-Founder & CEO - AI E-commerce Operations System
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Omnex replaces this fragmented workflow with an autonomous, multi-agent AI workforce. Instead of giving sellers another dashboard, Omnex continuously understands the business, reasons…
Added 7 hours ago
Co-Founder & CEO - AI Accounting Agents for CPA Firms
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Added 8 hours ago
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Toronto, ON
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…documentation and validation clear enough that a teammate - or an AI agent - can use them without asking you…
Added 8 hours ago
AI Enablement Specialist
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Vancouver, BC
$70,000 to $100,000 USD / year
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Familiarity with AI models, APIs, agent workflows, and tool-calling patterns.
Added 8 hours ago
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Vancouver, BC
Full-time
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Added 9 hours ago
Automation Business Consultant (RPA+AI Projects)
Greenlight Consulting
Toronto, ON · Greater Toronto Area, Canada
$100,000 to $130,000 CAD / year
Full-time
Outstanding communicator - in the room with a CFO or a developer, you are equally at home
Added 10 hours ago
Principal Data Scientist, Product Data & Analytics
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Toronto, ON
Full-time
…AI-native organization, designing the data-product and data agent-context the organization builds…
Added 10 hours ago
Associate Director, AI Products Development Lead
RBC
Toronto, ON · Halifax, NS
Full-time
AI/ML Technologies: Practical experience integrating LLMs, NLP, prompt engineering, RAG, vector databases, and AI agent frameworks into production systems. Proficiency with AI-assisted…
Added 10 hours ago
Full Stack Developer
PwC
Toronto, ON · Ottawa, ON · Calgary, AB
Full-time
As a Full Stack Developer, unlock your potential and embrace the chance to drive meaningful outcomes that’ll elevate your career. Your role will include, but isn’t limited to:
Added 10 hours ago
PwC Private Cross Border, Senior Manager
PwC
Toronto, ON
Full-time
Added 10 hours ago
Deals Contracts & Closing Mechanism Manager
PwC
Toronto, ON
Full-time

FutureSight

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

Canada

Job type: Full-time
Posting language: English
Posted: Oct 1, 2026

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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 deal thesis, source accounting practices, and lead acquisition or partnership negotiations. Lead fundraising, recruit the founding team, and work with FutureSight to transform acquired firms using AI while measuring capacity and margin gains.

Requirements

Candidates should bring substantial experience in M&A, corporate development, or private equity, with a record of sourcing, structuring, and closing deals with owner-led businesses. Experience in post-deal integration or operational transformation, fundraising, building teams, and earning the trust of practice owners is expected; accounting or financial-services exposure is a plus.

Skills

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

Benefits

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

Visa sponsorship

Not detected in the job text

Keywords

AI-Native Accounting
Accounting Practice Roll-Up
Mergers and Acquisitions
Corporate Development
Private Equity
Deal Sourcing
Deal Structuring
Valuation
Equity Partnerships
CPA Ownership Rules
Post-Deal Integration
Operational Transformation
AI Agents
Workflow Automation
Capacity Gains
Margin Improvement
Seed Fundraising
Deal Financing
Venture Building
Founder Equity
Pre-Seed Capital
Investor Relations
Professional Services
Owner-Operated Businesses
Accounting
Financial Services

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