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Leaders Fund

North America, Ontario, Canada, Toronto

Description

Leaders Fund is a prominent Toronto-based venture capital firm, established in 2014, with a dedicated focus on the enterprise software sector. The fund distinguishes itself through its operator-led approach, leveraging the deep industry experience of its partners to provide more than just capital to its portfolio companies. This strategic emphasis on B2B SaaS and enterprise software allows Leaders Fund to specialize in a niche where their operational insights can significantly contribute to growth and market penetration.

The firm primarily targets high-growth companies in their Series A and Series B funding rounds, indicating a preference for businesses that have achieved initial product-market fit and are poised for scaling. Leaders Fund's initial investments typically range from $5 million to $15 million, reflecting their commitment to providing substantial early-stage capital to fuel significant development and expansion. Beyond the initial cheque, the fund is known for reserving considerable capital for follow-on investments, demonstrating a long-term commitment to supporting their most promising portfolio companies through subsequent growth phases.

Over its decade of operation, Leaders Fund has demonstrated consistent growth in its capital base. The firm successfully raised its first fund of $50 million in 2014, followed by a $100 million second fund in 2018, and most recently, a $200 million third fund. This progression underscores investor confidence in their strategy and team. With its current fund standing at $200 million, Leaders Fund has built a robust portfolio of over 50 investments. The firm also boasts a strong track record of success, having facilitated more than 10 exits, validating its investment thesis and value-add approach in the competitive enterprise software landscape.

Investor Profile

Leaders Fund has backed more than 31 startups, with 3 new investments in the last 12 months alone. The firm has led 8 rounds, about 26% of its total and boasts 7 exits across its portfolio.

Investment Focus Highlights

  • Concentrates on Series A, Seed, Series B rounds (top funding stages).
  • Majority of deals are located in United States, Canada, Israel.
  • Strong thematic focus on Software, SaaS, Information Technology.
  • Led 2 rounds in the past year.
  • Typical check size: $5M – $15M.

Stage Focus

  • Series A (32%)
  • Seed (26%)
  • Series B (19%)
  • Series Unknown (16%)
  • Series D (3%)
  • Series C (3%)

Country Focus

  • United States (65%)
  • Canada (26%)
  • Israel (10%)

Industry Focus

  • Software
  • Saas
  • Information Technology
  • Security
  • Machine Learning
  • Marketing Automation
  • Advertising
  • Analytics
  • Crm
  • Compliance
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FAQ

Frequently Asked Questions

Learn who this investor regularly partners with—both firms and angels—and explore their latest activity.

Who does Leaders Fund frequently co-invest with?

M
North America, California, United States, San Francisco
Co-Investments: 3
Cowboy Ventures
North America, California, United States, Palo Alto
Co-Investments: 3
BC
North America, California, United States, Palo Alto
Co-Investments: 2
Cerca Partners
Asia, HaMerkaz, Israel, Ra'anana
Co-Investments: 3
FirstMark
North America, New York, United States, New York
Co-Investments: 2
Version One Ventures
North America, British Columbia, Canada, Vancouver
Co-Investments: 3
Craft Ventures
North America, California, United States, San Francisco
Co-Investments: 2
Bessemer Venture Partners
North America, California, United States, San Francisco
Co-Investments: 3
Underscore VC
North America, Massachusetts, United States, Boston
Co-Investments: 3
Georgian
North America, Ontario, Canada, Toronto
Co-Investments: 2

Which angels does Leaders Fund often collaborate with?

SM
Asia, Punjab, India
Shared Deals: 1
LB
North America, California, United States, San Francisco
Shared Deals: 1
Shared Deals: 1
Omri Casspi
Asia, Tel Aviv, Israel, Holon
Shared Deals: 1
Russ Jones
North America, Ontario, Canada, Ottawa
Shared Deals: 1
Kirk Simpson
North America, Ontario, Canada, Toronto
Shared Deals: 1
Farhan Thawar
North America, Ontario, Canada, Toronto
Shared Deals: 1
BP
North America, California, United States, San Francisco
Shared Deals: 1
BD
North America, Montana, United States, Bozeman
Shared Deals: 1
Shared Deals: 1

What are some of recent deals done by Leaders Fund?

Vellum

New York, New York, United States

Vellum is a provider of an enterprise development platform for building mission-critical AI products.

Artificial Intelligence (AI)Developer PlatformInformation TechnologySoftware
Series AJul 10, 2025
Amount Raised: $20,000,000
Upwind Security

San Francisco, California, United States

Upwind Security provides cybersecurity solutions to protect organizations from digital threats and vulnerabilities.

Cloud InfrastructureCloud ManagementCloud SecurityInformation TechnologySoftware
Series ADec 2, 2024
Amount Raised: $100,000,000
Matia

Miami, Florida, United States

Matia helps to improve data management by combining uniform ingestion, reverse ETL, observability, and cataloging.

Data IntegrationData ManagementSoftware
SeedOct 29, 2024
Amount Raised: $10,500,000
Toolpath

Bedford, Ohio, United States

Toolpath is a distributed machining platform that creates CNC machined parts to accelerate innovation from prototype to production.

Developer PlatformMachine LearningManufacturingSoftware Engineering
SeedSep 9, 2024
Amount Raised: $10,000,000
CereTax

Alpharetta, Georgia, United States

CereTax is here to show tax managers, tax directors.

ConsultingCustomer ServiceFinancial Services
Series AJun 25, 2024
Amount Raised: $9,000,000
Ask-AI

Tel Aviv, Tel Aviv, Israel

Ask-AI mines text-heavy corporate knowledge and customer communications for precise answers and actionable insights.

Artificial Intelligence (AI)Information TechnologyPredictive AnalyticsSoftware
Series AJan 10, 2024
Amount Raised: $11,000,000
Ten Key Labs

Toronto, Ontario, Canada

Ten Key Labs develops a transparent operating system with the goal of bringing programmable money to businesses.

Information and Communications Technology (ICT)Information ServicesInformation Technology
SeedOct 13, 2023
Amount Raised: $7,683,021
Upwind Security

San Francisco, California, United States

Upwind is the runtime-powered CNAPP that leverages runtime data to secure your cloud infrastructure.

Cloud InfrastructureCloud ManagementCloud SecurityInformation TechnologySoftware
Series ASep 5, 2023
Amount Raised: $50,000,000
Qwak

Tel Aviv, Tel Aviv, Israel

Qwak is an AI management platform designed specifically for machine learning models in production.

Developer ToolsDevOpsMachine LearningProductivity ToolsSoftware
Series AMar 1, 2023
Amount Raised: $12,000,000
CereTax

Alpharetta, Georgia, United States

CereTax is here to show tax managers, tax directors.

ConsultingCustomer ServiceFinancial Services
SeedAug 10, 2022
Amount Raised: $10,000,000