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Leaders Fund

Leaders Fund

Toronto, Ontarioleaders.fund

Overview

Leaders Fund is a B2B software focused venture capital firm built by operators for operators. They partner with entrepreneurs to help them break through key inflection points on the path to $100M+ in ARR.

Year Founded

2016

Portfolio Companies

20

Investments

Leaders Fund investments
CompanyDateStageLead
Upwind SecurityJan 2026Series BCo-investor
DrataNov 2021Series BCo-investor
AdaMar 2020Series BCo-investor
Oasis SecurityMar 2026Series BCo-investor
Top HatFeb 2021Series ECo-investor
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Key People

Gideon Hayden

Investor And Board Member

Sector & Stage Mix

Industry, funding stage, and valuation band breakdowns.

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SeedSeries ASeries BGrowth

Portfolio analytics

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Investment Activity

Yearly cadence, pace, and funding raised over time.

Premium
2021
2022
2023
2024
2025
2026

Portfolio analytics

Caplight clients see yearly investment pace and funding raised over time.

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FAQ

Where is Leaders Fund based?

Leaders Fund is headquartered in Toronto, Ontario, Canada.

When was Leaders Fund founded?

Leaders Fund was founded in 2016.

How many portfolio companies does Leaders Fund have?

Leaders Fund has 20 portfolio companies in Caplight's dataset.

What are some companies in Leaders Fund's portfolio?

Portfolio companies visible on Caplight include Upwind Security, Drata, Ada, Oasis Security, Top Hat.

What was Leaders Fund's most recent investment shown here?

Leaders Fund's most recent investment in this portfolio sample was in Oasis Security in 2026.

What sectors does Leaders Fund focus on?

Leaders Fund focuses on Enterprise Software, Cybersecurity, Enterprise Software, Cybersecurity, Enterprise Software, Enterprise Software, Enterprise Software, AI, Data & Cloud Infrastructure, Cybersecurity, Media, Entertainment & Gaming, Enterprise Software, Enterprise Software, Enterprise Software, AI, Data & Cloud Infrastructure, Cybersecurity, Enterprise Software, Telecommunications & Networking, AI, Data & Cloud Infrastructure, AI, Data & Cloud Infrastructure, Real Estate & PropTech, Enterprise Software, Enterprise Software, Frontier & Industrial Tech, Consumer & Commerce, Enterprise Software, Enterprise Software, FinTech, AI, Data & Cloud Infrastructure, Enterprise Software, FinTech, FinTech, Enterprise Software, AI, Data & Cloud Infrastructure, Enterprise Software, Consumer & Commerce, Frontier & Industrial Tech, AI, Data & Cloud Infrastructure, AI, Data & Cloud Infrastructure, Enterprise Software.

What company stages does Leaders Fund focus on?

Leaders Fund typically invests at the Early stage.

What is Leaders Fund's AUM?

Leaders Fund's assets under management are estimated between $250.0M and $500.0M.

Firmographic Details

HeadquartersToronto, Ontario
Year Founded2016

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