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    Leaders Fund

    Toronto, CanadaFounded 2016
    www.leaders.vc
    CybersecurityAIEducationDeveloper ToolsEnterprise SoftwareMarketing & AdvertisingInfrastructure & Cloud

    Leaders Fund is a venture capital firm that focuses on growth-stage B2B SaaS companies in North America. They leverage their team's operational expertise to support portfolio companies in scaling their enterprise software solutions.

    39% of their portfolio is in Cybersecurity. Deal activity increased 200% year-over-year (3 deals in the last 12 months). Their most common stage is series-a (50% of deals). Average disclosed round size is $46.0M (across 17 rounds with reported amounts).

    Find people at Leaders Fund on Goldilocks AI

    Portfolio

    18

    Fund Size

    $700M

    Top Stage

    Series A

    Last 12 Mo

    3

    Team

    GH

    Gideon Hayden

    Co-Founder & Managing Partner

    SD

    Steve DeBacco

    Founder/Managing Partner

    DM

    Dave MacDonald

    Venture Partner

    Portfolio Breakdown

    Stage Distribution

    Sector Distribution

    Investment Activity

    DealsAvg Round Size

    Portfolio

    18 investments
    CompanyRoundAmountDate
    Matia logoMatiaSeries A$21MFeb 2026
    UUpwind SecuritySeries B$250MJan 2026
    Vellum logoVellumSeries A$20MJul 2025
    Upwind logoUpwindSeries A$100MDec 2024
    Ask-AI logoAsk-AISeries A$11MJan 2024
    Upwind logoUpwindSeries B$50MSep 2023
    Qwak logoQwakSeries A$12MMar 2023
    Drata logoDrataSeries A$25MJun 2021
    Drata logoDrataSeed$3.2MJan 2021
    Ada logoAdaSeries B$44MMar 2020
    Top Hat logoTop HatSeries D$55MFeb 2020
    Spatial logoSpatialSeries A$14MJan 2020
    CrowdRiff logoCrowdRiffSeries A$9MOct 2018
    SSpotinstSeries B$35MAug 2018
    Flashpoint logoFlashpointSeries B$10MJul 2016
    Upwind logoUpwindSeries B$100M—
    Top Hat logoTop HatSeries C$22.5M—
    Matia logoMatiaSeries A——

    Top Co-Investors

    Greylock Partners4 shared
    Cyberstarts4 shared
    Penny Jar Capital4 shared
    Craft Ventures3 shared
    Bessemer Venture Partners3 shared
    Vertex Growth Fund2 shared
    TCV2 shared
    Inovia Capital2 shared
    Cowboy Ventures2 shared
    SV Angel2 shared
    Highland Capital Partners1 shared
    Intel Capital1 shared
    Alta Park1 shared
    Sheva1 shared
    Union Square Ventures1 shared
    Emergence Capital1 shared
    Georgian Partners1 shared
    White Star Capital1 shared
    Kakao Investment1 shared
    Baidu Venture1 shared

    Last updated: 15 April 2026