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Gideon Hayden, Co-Founder & Partner at Leaders Fund

Gideon Hayden

Co-Founder & Partner @ Leaders Fund

Toronto, Canada

Gideon Hayden is a Series A investor at Leaders Fund in Toronto focused on Software and Information Technology. Gideon co-founded his first company, Tradyo, immediately after graduating from McGill University when he was selected by Next Canada as one of the 36 most promising entrepreneurial graduates in the country. Tradyo was a mobile second-hand marketplace application conceived and built in the early days of the mobile ecosystem. The company won the NextCanada competition and eventually was acquired by a Canadian media giant that made it an asset of its local classifieds business strategy.Gideon went on to join OMERS Ventures, where he worked on over a dozen transactions, including high growth SaaS software startups Hootsuite, 360 Insights, Jobber and Klipfolio. He was also part of the founding team of OneEleven, an accelerator for data-driven post-seed companies in Toronto. During his time at OMERS Ventures, Gideon served as a board observer at 360 Insights Klipfolio, Fusebill and OneEleven.

Total investments:
7
Last investment:
Lead investor:
57%

Last updated:

Industries Gideon Hayden invests in

SoftwareInformation TechnologySaaSDevOpsCloud Security

Stages Gideon Hayden invests in

Series ASeedSeries B

Countries Gideon Hayden invests in

United StatesCanadaIsrael

Investment Focus

Industry

  • Software 5 (71%)
  • Information Technology 2 (29%)
  • SaaS 1 (14%)
  • DevOps 1 (14%)
  • Cloud Security 1 (14%)
See all 15 industries →

Stage

  • Series A 4 (57%)
  • Seed 1 (14%)
  • Series B 1 (14%)

Country

  • United States 2 (29%)
  • Canada 1 (14%)
  • Israel 1 (14%)

Investments

CompanyDescriptionRoundLinks
Matia Matia
Matia helps to improve data management by combining uniform ingestion, reverse ETL, observability, and cataloging. It is designed for frictionless collaboration, enabling organizations and the data teams that support them to make faster, smarter decisions with less tool bloat. $21M / Series A / Feb 10, 2026
Upwind Security Upwind Security
Upwind Security creates and develops software and online tools that ensures security of cloud infrastructure. It manages runtime environments of the cloud platform. $250M / Series B / Jan 26, 2026
Vellum Vellum
Vellum is a developer platform for the production of LLM apps. $20M / Series A / Jul 10, 2025
Matia Matia
Matia helps to improve data management by combining uniform ingestion, reverse ETL, observability, and cataloging. It is designed for frictionless collaboration, enabling organizations and the data teams that support them to make faster, smarter decisions with less tool bloat. $10.5M / Seed / Oct 29, 2024
Qwak Qwak
Qwak is a management platform designed specifically for machine learning models in production. The platform allows all relevant stakeholders to observe, analyze and manage their ML models regardless of how they were developed, deployed or hosted. The company features a full-stack platform that frees data science teams from infrastructure concerns,enabling them to focus on building and deploying tailored AI and ML solutions without complex setup. $12M / Series A / Mar 01, 2023
Qwak Qwak
Qwak is a management platform designed specifically for machine learning models in production. The platform allows all relevant stakeholders to observe, analyze and manage their ML models regardless of how they were developed, deployed or hosted. The company features a full-stack platform that frees data science teams from infrastructure concerns,enabling them to focus on building and deploying tailored AI and ML solutions without complex setup. $10.6M / Series A / Feb 09, 2022
CrowdRiff CrowdRiff
CrowdRiff is a visual marketing platform for travel and tourism brands that allows to discover and deliver top-performing visual content to every marketing channel. Powered by artificial intelligence, its platform allows marketers to source and share top performing visuals with their respective audiences, at scale.The company was founded in 2011and is based in Toronto, Canada. $8.5M / Series A / Oct 04, 2018

Co-Investors

Leaders Fund

About Leaders Fund

VC Fund · Toronto, Canada

Leaders Fund is a venture capital firm that invests in early stage companies taking advantage of the shift to cloud, mobile, and machine learning in the enterprise software sector. The firm was founded by an experienced team of operators who have founded and scaled multiple enterprise software companies, achieving successful public and privateexits. It is based in Toronto, Ontario with an office in Atlanta, Georgia.Our fund’s evergreen, flexible structure enables us to partner creatively with other investors while ensuring deep alignment with our portfolio companies on deal structure, growth strategy and long-term goals.

Leaders Fund Contacts

NameEmailPhoneSocials
Bryan W. Kerdman
Bryan W. Kerdman Venture Partner
David MacDonald
David MacDonald Venture Partner
David Stein
David Stein Founder & Managing Partner; Co-Founder & Managing Partner
Gideon Hayden
Gideon Hayden Co-Founder & Partner
Steve DeBacco
Steve DeBacco Co-Founder & Managing Partner

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FAQ

What does Gideon Hayden invest in?

Gideon Hayden invests primarily in Software, Information Technology and SaaS startups, most often at Series A and Seed stage. Most of the 7 investments tracked by Shizune back companies in United States. The Investment Focus section breaks down every industry, stage and country in the portfolio.

When did Gideon Hayden last invest?

The most recent investment recorded for Gideon Hayden closed in Feb 2026. Shizune tracks 7 investments in total for this profile, including round sizes, stages and portfolio companies, all sourced from confirmed public funding rounds and refreshed monthly.

Is Shizune's investor data accurate?

Yes — every stat on this profile is calculated from confirmed public funding rounds monitored across hundreds of sources since 2020. This profile was last refreshed in Aug 2026 and is updated monthly. Spotted something off? Use the “Suggest an edit” link near the top of the page.

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