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Added 24 mins ago
Salesforce Business Solutions Architect
Digitive
Canada
Contract
…workshops and producing solution design documentation to guiding development teams and ensuring stakeholder alignment throughout…
Added 24 mins ago
Sr Principal Field Advisor - AI & WF Transformation
UKG
Canada
Full-time
…workers start and end their days with our workforce operating platform. Helping people get paid, grow in their careers, and shape the future of their industries. That’s what we…
Added 24 mins ago
Energy Engineer - CDFM - FT Admin
Humber College
Toronto, ON
Internship
Lead the implementation and development of the SkySpark platform; Humber’s energy management and fault detection system that integrates BAS, metering and lighting controls data into one…
Added 24 mins ago
Sr. Manager, AI Strategy & Integration
Arvato
Toronto, ON
Full-time
The Senior Manager of AI Strategy & Integration will lead the digital transformation of our logistics network. This role is specifically designed to accelerate business growth by deploying…
Added 24 mins ago
Staff Software Engineer – AI
Thomson Reuters
Toronto, ON
Full-time
As a Staff Software Engineer – AI on the Confirmation Product Engineering team, you will be a hands-on technical leader building and delivering production platform and AI capabilities. This…
Added 26 mins ago
Flight Control System Specialist / Spécialiste des Systèmes de Commandes de Vol
Airbus
Montreal, QC · Mirabel, QC
Full-time
Added 26 mins ago
Flight Controls Hydro-Mechanical Equipment Professional / Intégrateur Équipements Commandes de Vol
Airbus
Montreal, QC · Mirabel, QC
Full-time
Added 40 mins ago
Director Tech Vertical
Intelcom
Montreal, QC · Service Centre (Montreal) Lab
Full-time
Lead, mentor, and grow a high-performing team of software engineers, SDIT, Product Owners, and technical leads.
Added 40 mins ago
Chief Marketing Officer (CMO)
Knak
Ottawa, ON
…and Stripe, use Knak as their agentic marketing production…
Added 54 mins ago
Technical Program Manager II
CNN
Ottawa, ON · Kanata, ON
Full-time
CNN Digital is seeking an experienced Program Manager, Technical to oversee and drive the development, release, and continuous improvement of key products within our best-in-class digital…
Added 54 mins ago
Project Estimation Manager [Hybrid or Remote] - Gestionnaire Estimation des Projets [Hybride ou Télétravail] | - FR
EDF power solutions North America
Montreal, QC
Full-time
The Project Estimation Manager will lead the evaluation and aggregation of technical project assumptions for projects under development, encompassing construction and equipment costs,…
Added 54 mins ago
Dynamics 365 Lead Developer
LanceSoft, Inc.
Montreal, QC
$60 to $62 CAD / hour
Contract
Experience working in iterative and Agile development environments
Added 54 mins ago
Project Estimation Manager [Hybrid or Remote] - Gestionnaire Estimation des Projets [Hybride ou Télétravail] | - FR
EDF power solutions North America
Montreal, QC
Full-time
The Project Estimation Manager will lead the evaluation and aggregation of technical project assumptions for projects under development, encompassing construction and equipment costs,…
Added 55 mins ago
Producer, Partnerships & Catalog [Contract]
Sago Mini
Toronto, ON
Contract
Lead regular sprint meetings and manage development pipelines for both external partnership teams and internal catalog engineers
Added 1 hour ago
Co-Founder & CEO - AI-Native Accounting Roll-Up
FutureSight
Canada
Full-time
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.
Added 1 hour ago
Co-Founder & CEO - AI WealthTech
FutureSight
Canada
Full-time
Customer Development - Lead pilots with RIA and wealth management firms, convert them to paid engagements, and build the go-to-market motion
Added 1 hour ago
Technical Co-founder (CTO) - AI for Automotive Retail
FutureSight
Canada
Full-time
…lines of production code), set the technical direction, and lead execution…
Added 1 hour ago
AI Lead - Build our new B2B SaaS Business
Valsoft Corporation
Remote, Canada
Full-time · Remote
Lighthouse Software Group is looking for an AI Lead to build and lead it from day one. We partner with vertical market software businesses to identify high-impact opportunities where AI can…
Added 1 hour ago
VP of Engineering
Brodie Rec League
Toronto, ON
Full-time
The VP of Engineering is that leader. You'll lead Brodie's entire technology group. You own how we build and how well it runs, and you help shape what we build next. Your first job is an…
Added 1 hour ago
Junior Solutions Specialist
Method Integration Inc.
Remote, Canada
$55,000 CAD / year
Full-time · Remote
Lead calls with customers on customization and champion their needs to provide the ideal platform while another Methoder shadows.
Added 1 hour ago
Producer, Partnerships & Catalog [Contract]
Spin Master Ltd
Toronto, ON
Full-time
Lead regular sprint meetings and manage development pipelines for both external partnership teams and internal catalog engineers
Added 1 hour ago
Development Lead - Air Canada Mobile Application
Air Canada
Toronto, ON
The Development Lead, is a senior, hands-on engineering leader who owns the Air Canada mobile application end to end: the iOS and Android clients, the backend-for-frontend (BFF) and API…
Added 1 hour ago
Associate Director, AI Products Development Lead
RBC
Toronto, ON
Full-time
We are looking for a hands-on technical leader who will own and drive the development of AI-powered communications surveillance products at RBC Capital Markets, combining deep full-stack…
Added 1 hour ago
Associate Director, AI Products Development Lead
RBC
Halifax, NS
Full-time
We are looking for a hands-on technical leader who will own and drive the development of AI-powered communications surveillance products at RBC Capital Markets, combining deep full-stack…
Added 2 hours ago
Lead | Collaboration and Communications
Interior Health Authority
BC · British Columbia, Canada
$90,770 to $113,462 CAD / year
Full-time
…Microsoft 365 ecosystem continues to expand, we are looking for a Lead who can bring strong technical and product ownership expertise while also providing day-to-day leadership and support…

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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