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Leaders Fund

Venture capital

Toronto · Seed–Growth · 17 people tracked

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Investment thesis

Leaders Fund positions itself as an operator-led investor partnering with enterprise software founders on the path to $100M+ in ARR. Drawing on the team's own experience building and exiting companies, the firm emphasizes tactical, hands-on help: refining go-to-market and pricing strategy, strengthening sales motions, landing the first cornerstone enterprise accounts, and navigating key scaling decisions. It backs companies from early stages through growth, having supported startups from pre-revenue through acquisition. The firm highlights deep SaaS and enterprise go-to-market expertise and claims 15 successful exits, framing itself as a co-builder rather than a passive capital provider.

Source: firm website, verified Aug 3, 2026.

Stage
Seed–Growth
Check
$20M
HQ
Toronto, Ontario, CA
Instruments
Equity
Founded
2016
Tracked investments
38

Team · 17 people

from the firm's website & public directories
Josh Devon· Co-founder and ex-COO, Flashpointin

Member of the High Velocity Community; co-founder and former COO of Flashpoint.

Dara Newton· Communityin
Ken Allen· Operator | Board member | Advisor at Vendarain

Operator, board member and advisor at Vendara within the High Velocity Community.

Nick Stein· CMO | GTM Advisorin

Marketing and go-to-market advisor within the High Velocity Community.

What they invest in

from 5 of 38 portfolio companies

AI & Machine Learning ×3SaaS ×3Cloud Computing ×2Enterprise Software ×2Creator Economy ×1Cybersecurity ×1Deep Tech ×1Developer Tools ×1

HQs:United States×1

Investments · 38 tracked

founders shown can be your intro path
Adaada.supportin𝕏
Advocate Marketing Platform
Agentic Access Management
Agentic AI for Heavy Industries
Agentic Customer Support
AI research and deployment
AI-driven Customer Support/Success
Atomsixstudioatomsixstudio.comin

Atom Six Studio is a strategic partner offering AI, design, and technology services, including AI assessments that map processes, prioritize use cases, and deliver functional proof-of-concepts, followed by building prioritized solutions into production with a dedicated team.

AI & Machine LearningDeep TechEnterprise Software

Autonomous Mobile Robots
CallRailcallrail.com

Atlanta, US

Michael Eis(Executive Officer)Wain Kellum(Director)Kevin James Mann(Executive Officer, Director)Stephen Debacco(Director)Mark Andrew Powell(Executive Officer, Director)

BoardDean Nelson(Director)

Channel Incentive Management
Cloud Optimization
CNAPP
Compliance Automation
CrowdRiffcrowdriff.comin𝕏

CrowdRiff operates a creator marketplace that enables travelers to share authentic local experiences and helps travel brands and agencies leverage user-generated content and visual assets.

Creator EconomyMarketing TechMedia & EntertainmentSaaSTravel & Hospitality

Dan Holowack(Co-Founder & CEO)Abhinav Ajgaonkar(Co-Founder & CTO)

Customer Data Platform
DataOps
Developer Security
Dynamic Courseware Platform
Lead Attribution Platform
Machine Automation
Machine Learning Ops
Personal AI
Precision Robotics
Private Asset Management
Qwakqwak.comin𝕏

JFrog ML (formerly Qwak) is an MLOps platform for building, deploying, managing, and monitoring AI and machine learning workflows, including generative AI, large language models, and classical ML models.

AI & Machine LearningDeveloper ToolsSaaS

Spatial
Spotspotinst.comin𝕏

Flexera One is a technology management platform that gives enterprises visibility and control over spend across AI, SaaS, cloud, software, and hardware, with solutions for AI cost management, FinOps, SaaS management, and IT asset management.

Cloud ComputingEnterprise SoftwareSaaS

Tax Automation
Threat Intelligence Platform
Ticketing and Membership Management Platform
Torictoric.com
UGC Platform
Upwindupwind.ioin𝕏

Upwind provides cloud and AI security for enterprises, offering real-time intelligence that correlates cloud inventory, posture, network topology, applications, and identities.

AI & Machine LearningCloud ComputingCybersecurity

Visual Commerce Platform
Workbrain
Workforce Collaboration

Portfolio news

latest coverage across their companies

Frequently asked questions

What stage does Leaders Fund invest at?
Leaders Fund invests at the Seed, Series A, Series B, Growth stages.
What is Leaders Fund's typical check size?
Leaders Fund typically writes checks of $20M.
What sectors does Leaders Fund focus on?
Leaders Fund focuses on AI & Machine Learning, Cloud Computing, Cybersecurity, Data & Infrastructure, Enterprise Software, SaaS.
Where is Leaders Fund located?
Leaders Fund is headquartered in Toronto, CA.

Images

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