About
Co-founder and Managing Partner at Leaders Fund focused on early-stage investing in cloud infrastructure, cybersecurity and ML/AI. He previously co-founded Tradyo (sold to Torstar) and worked at OMERS Ventures on over a dozen transactions, and was part of the founding team of the OneEleven accelerator in Toronto.
Gideon Hayden @gideonhayden
π¨Narrative Violationπ¨ Since adopting agents my software spend has actually increased, not decreased. With agents as the operator, I'm actually able to do things I just didn't have capacity for before. The big change is that I've oriented my stack towards more agent
May 27, 2026 Β· β₯ 1
Gideon Hayden @gideonhayden
Legend. https://t.co/RSFdOtElNG
May 15, 2026 Β· β₯ 1
Gideon Hayden @gideonhayden
12/ Never been more bullish on the future of personal intelligence!
May 7, 2026 Β· β₯ 2 Β· β 1
Invests in
AI & Machine LearningCloud ComputingCybersecurity
Experience
- Leaders FundCo-Founder & Managing Partnercurrent2022 β presentToronto, Canada Area
- Leaders FundCo-Founder & Partner2016 β 2022Toronto, Canada Area
- Oasis SecurityInvestorcurrent2026 β present
- VellumInvestor and Board Membercurrent2025 β presentNew York, United States
- Upwind SecurityInvestor and Board Membercurrent2022 β present
- MatiaInvestor and Board Membercurrent2024 β presentMiami, Florida, United States
- Ask-AIInvestorcurrent2024 β presentTel Aviv District, Israel
- QwakInvestor and Board Membercurrent2022 β presentTel Aviv, Israel
- Datagrid AIInvestor and Board Membercurrent2022 β presentToronto, Ontario, Canada
- Threekit 3D & Augmented RealityInvestor and Board Observercurrent2021 β presentChicago, Illinois, United States
- DrataInvestorcurrent2021 β presentSan Diego, California, United States
- CallRailInvestorcurrent2017 β presentAtlanta, Georgia, United States
- AdaInvestorcurrent2016 β presentToronto, Ontario, Canada
- 360insights.comInvestorcurrent2016 β presentToronto, Ontario, Canada
- CrowdRiffInvestor2018 β 2024Toronto, ON
- FlashpointInvestor2016 β 2021New York, United States
- Spot by NetAppInvestor and Board2018 β 2020Tel Aviv, Israel
- OMERS VenturesSenior Associate2015Toronto, Canada Area
- OMERS VenturesAssociate2013 β 2015Toronto, Canada Area
- Tradyo (Acquired by Metroland Media Group)Co-Founder2011 β 2014Toronto, Canada Area
Education
- McGill UniversityBCOM, Finance
- Copenhagen Business SchoolExchange, Finance/International Business/Global Strategy
Skills & more
+6 more
Market ResearchStrategic PartnershipsResearchMobile DevicesSocial Media MarketingMarketingFrom Gideon's professional profile.
Same school
Also attended McGill University349
+ 343 more
Also attended Copenhagen Business School259
+ 253 more
Shared employers
Also worked at Leaders Fund9
+ 3 more
Also worked at Matia2
Also worked at Threekit 3D & Augmented Reality3
Investments
Per the firm's website.
Colleagues at Leaders Fund
Network8
Investors connected to Gideon in public investor directories β a warm-intro map.















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