# Carey Diamond

> Carey Diamond is a startup investor at Whitecap Venture Partners (Toronto). See 0 investments, check sizes, portfolio. Updated Aug 2026.

- Type: Angel Investor
- Fund: [Whitecap Venture Partners](https://shizune.co/investors/profile/whitecap-venture-partners)
- Location: Toronto, Canada
- Last updated: Aug 2026
- LinkedIn: https://www.linkedin.com/in/carey-diamond-b702b4b1

Carey Diamond is a startup investor at Whitecap Venture Partners in Toronto. Carey co-founded Whitecap in the early 1990’s originally as the venture capital division of Whitecastle Investments Limited, a family office, and led the transition to managing $225M in Whitecap’s current two funds, Whitecap III and IV. He focuses on investments in IT, healthcare and food-related technology. In Whitecap III’s current portfolio,Carey works closely with Bold Commerce and Reunion Foods (Mother Raw). He also supported Real Matters prior to the company’s IPO. Carey has worked extensively with Whitecap’s companies including Broadband Networks (acquired by Nortel), PCDocs Group (acquired by Hummingbird/OpenText), Protenergy Natural Foods (acquired by Treehouse Foods), ImagicTV (acquired by Alcatel), Loran International (acquired by Peregrine), and Clearwater Clinical (acquired by Sivantos).He has been actively involved in public healthcare, volunteering on the operating boards of Sunnybrook Health Sciences Centre and Baycrest Centre for Geriatric Care for a cumulative two decades, ultimately becoming the Vice Chair of both organizations. He currently serves on the Sunnybrook Foundation Board and Baycrest’s Finance and Audit Committee.Carey has worked with numerous Whitecap companies over the past 25 years, assisting with strategic planning, hiring of senior execs, business development, and financings (both public and private), but most importantly being a mentor and sounding board to the senior leadership of Whitecap’s investee companies.Carey holds a law degree from Osgoode Hall Law School in Toronto and a BA (Economics) from the University of Western Ontario.

## About Whitecap Venture Partners

VC Fund · Toronto, Canada

Whitecap Venture Partners is a Canadian-based Venture Capital fund investing in early stage technology companies. Whitecap is headquartered in Toronto and invests across Canada and the Northeastern US. Since Whitecap’s inception the early 1990s, Whitecap recognises the power of real collaboration between entrepreneurs and investors. This rapportenables them to provide significant value to companies along with strong returns across investment cycles.Whitecap specialises in Information & Communication Technologies (ICT) and Medical Technologies. Whitecap is continually searching for upcoming ventures to support as the next generation of exceptional enterprises.

5 contacts available at Whitecap Venture Partners.

| Name | Title | Profile |
| --- | --- | --- |
| Blaine Hobson | Chair of Investment Committee | https://shizune.co/investors/profile/blaine-hobson |
| Carey Diamond | Managing Director/Co-founder | https://shizune.co/investors/profile/carey-diamond |
| Damien Steel | Venture Partner | https://shizune.co/investors/profile/damien-steel |
| Kim Coote | VP of Finance | https://shizune.co/investors/profile/kim-coote |
| Natalie Smith | Senior Analyst | https://shizune.co/investors/profile/natalie-smith |

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