# David Stein

> David Stein is a Series B investor at Leaders Fund (Toronto) backing Software and Training. See 3 investments, check sizes, portfolio. Updated Aug 2026.

- Type: Angel Investor
- Fund: [Leaders Fund](https://shizune.co/investors/profile/leadersfund)
- Location: Toronto, Canada
- Total investments: 3
- Last investment: Jan 2024
- Lead investor: 67%
- Last updated: Aug 2026
- LinkedIn: https://www.linkedin.com/in/steindavid/
- X (Twitter): https://twitter.com/dstein
- Website: https://x.com/dstein
- Facebook: https://www.facebook.com/Stein.ds

David Stein is a co-CEO of Rypple. David was one of the founders and the Executive Vice President and Chief Strategy Officer of Workbrain. He is a recognized HCM strategist and has helped some of the biggest companies in the world to get the most out of their people. David holds a BSc in Computer Science from McGill University. He lives in Torontowith his wife, two sons and far too much wine.

## Investment focus

### Industry

| Industry | Investments | Share |
| --- | --- | --- |
| Software | 1 | 33% |
| Training | 1 | 33% |
| Consulting | 1 | 33% |
| Social CRM | 1 | 33% |
| Communities | 1 | 33% |

11 industries tracked in total.

### Stage

| Stage | Investments | Share |
| --- | --- | --- |
| Series B | 2 | 67% |
| Series A | 1 | 33% |

### Country

| Country | Investments | Share |
| --- | --- | --- |
| Canada | 2 | 67% |
| Israel | 1 | 33% |

## Investments

| Company | Description | Amount | Stage | Date | Website |
| --- | --- | --- | --- | --- | --- |
| Mosaic AI | Ask-AI aggregates text-heavy company knowledge & customer communications to reveal pinpointed answers and actionable insights. | $11M | Series A | Jan 10, 2024 |  |
| Influactive | Influitive is driving the shift from company-centric marketing to advocate marketing. Their advocacy platform and team of experts helps the world’s most successful businesses spark, build and sustain a movement behind their brands with the participation of their greatest marketing asset: their customers. They believe the companies that put theircustomers at the heart of their marketing — and their business — are the ones that will win. | $8.2M | Series B | Mar 02, 2016 |  |
| Influitive | Influitive is a software development company that provides content creation, training, product adoption, and employee advocacy services. | $8.2M | Series B |  |  |

3 of 3 investments shown.

## Co-investors
- [Aviv Growth Partners](https://shizune.co/investors/profile/aviv-growth-partners) — VC Fund, 1 deal together
- [Export Development Canada](https://shizune.co/investors/profile/export-development-canada) — VC Fund, 1 deal together
- [Georgian](https://shizune.co/investors/profile/georgian-partners) — VC Fund, 1 deal together
- [GTMfund](https://shizune.co/investors/profile/gtmfund) — VC Fund, 1 deal together
- [Kensington Capital Partners Limited](https://shizune.co/investors/profile/kensington-capital) — VC Fund, 1 deal together
- [Relay Ventures](https://shizune.co/investors/profile/relay-ventures) — VC Fund, 1 deal 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
- [Alumni Ventures](https://shizune.co/investors/profile/alumni-ventures-group) — VC Fund
- [General Catalyst](https://shizune.co/investors/profile/general-catalyst-partners) — VC Fund
- [FJ Labs](https://shizune.co/investors/profile/fj-labs) — VC Fund

## FAQ

### What does David Stein invest in?

David Stein invests primarily in Software, Training and Consulting startups, most often at Series B and Series A stage. Most of the 3 investments tracked by Shizune back companies in Canada. The Investment Focus section breaks down every industry, stage and country in the portfolio.

### When did David Stein last invest?

The most recent investment recorded for David Stein closed in Jan 2024. Shizune tracks 3 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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