# Gideon Hayden

> Gideon Hayden is a Series A investor at Leaders Fund backing Software and Information Technology. See 7 investments, check sizes, portfolio. Updated Aug 2026.

- Type: Angel Investor
- Fund: [Leaders Fund](https://shizune.co/investors/profile/leadersfund)
- Location: Toronto, Canada
- Total investments: 7
- Last investment: Feb 2026
- Lead investor: 57%
- Last updated: Aug 2026
- LinkedIn: https://www.linkedin.com/in/gideonhayden

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.

## Investment focus

### Industry

| Industry | Investments | Share |
| --- | --- | --- |
| Software | 5 | 71% |
| Information Technology | 2 | 29% |
| SaaS | 1 | 14% |
| DevOps | 1 | 14% |
| Cloud Security | 1 | 14% |

15 industries tracked in total.

### Stage

| Stage | Investments | Share |
| --- | --- | --- |
| Series A | 4 | 57% |
| Seed | 1 | 14% |
| Series B | 1 | 14% |

### Country

| Country | Investments | Share |
| --- | --- | --- |
| United States | 2 | 29% |
| Canada | 1 | 14% |
| Israel | 1 | 14% |

## Investments

| Company | Description | Amount | Stage | Date | Website |
| --- | --- | --- | --- | --- | --- |
| 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 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 is a developer platform for the production of LLM apps. | $20M | Series A | Jul 10, 2025 |  |
| 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 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 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 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 |  |

7 of 7 investments shown.

## Co-investors
- [Caffeinated Capital](https://shizune.co/investors/profile/caffeinated-capital) — VC Fund, 7 deals together
- [Cerca Partners](https://shizune.co/investors/profile/cerca-partners) — VC Fund, 3 deals together
- [Amiti Ventures](https://shizune.co/investors/profile/amiti-ventures) — VC Fund, 2 deals together
- [Bessemer Venture Partners](https://shizune.co/investors/profile/bessemer-venture-partners) — VC Fund, 2 deals together
- [Secret Chord Ventures](https://shizune.co/investors/profile/secret-chord-ventures) — VC Fund, 2 deals together
- [StageOne Ventures](https://shizune.co/investors/profile/stageone-ventures) — VC Fund, 2 deals together

## 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.

5 contacts available at Leaders Fund.

| Name | Title | Profile |
| --- | --- | --- |
| Bryan W. Kerdman | Venture Partner | https://shizune.co/investors/profile/bryan-w-kerdman |
| David MacDonald | Venture Partner | https://shizune.co/investors/profile/david-macdonald-66a4 |
| David Stein | Founder & Managing Partner; Co-Founder & Managing Partner | https://shizune.co/investors/profile/david-stein |
| Gideon Hayden | Co-Founder & Partner | https://shizune.co/investors/profile/gideon-hayden |
| Steve DeBacco | Co-Founder & Managing Partner | https://shizune.co/investors/profile/steve-debacco |

## Similar investors

### Similar stage
- [Antler](https://shizune.co/investors/profile/antler-be9c) — VC Fund
- [Alumni Ventures](https://shizune.co/investors/profile/alumni-ventures-group) — VC Fund
- [General Catalyst](https://shizune.co/investors/profile/general-catalyst-partners) — VC Fund

## 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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