At CFO (Boardroom Media) we track over 1,000,000 startups and over 5,000,000 people who hold key positions in these companies. We use this directory of startups to highlight top employees, founders and board members we think deserve more appreciation than they are currently getting.
This list showcases the top Toronto based CFO’ operating in the Enterprise space. If you think a CFO’ is missing from this list, feel free to contact our editor on [email protected].
The individuals on this list have been included because of exceptional performance in one of the following categories:
- Innovation – Operating as a key part in an extremely innovative business or startup.
- Growth – Operating as a key figure in the growth and upscale of a market leading business or startup.
- Management – Showing exceptional management skills.
- Societal impact – Putting their business on the map for their positive societal or environmental impact.
Our Data – We source our data from OSINT (open source intelligence) and public directories such as Crunchbase, SemRush and many more. The data from these sources should be treated with a degree of caution and verified yourself.

Darrell Cox
CFO of Vena Solutions
As Chief Financial Officer, Darrell designs the forward-looking business strategies and long-range financial plans that sustain Vena’s growth. With more than 15 years of senior leadership experience in finance and business development, Darrell is adept at assembling, directing and managing knowledgeable, dynamic Finance teams for such Fortune 500 companies as Virgin Mobile and Rogers Communication. As the former VP of Finance at FreshBooks, Darrell built a high performance Finance team and led the development of key business strategies, management KPIs and an entire system conversion. Darrell is a Chartered Accountant and holds a Bachelor of Commerce from the University of Toronto, with a focus on Finance and Economics.
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About Vena Solutions: Vena connects people, existing systems, and data to power finance-led business planning and real-time reporting.

Kevin O’Neil
President & CFO of 360insights
Prior to joining 360, Kevin was the COO/CFO of Scalar Decisions, a Toronto-based IT solutions business and #21 on Profit fast growing businesses, where he provided operational and financial leadership over a period of very rapid growth. He was formerly President and COO of dna13 Inc, an Ottawa-based Saas software company where he led the Company through a successful divestiture to CNW, Canada’s leading newswire business. Kevin is also a founding partner of Sapient Capital Partners, a financial advisory firm, involved with mergers and acquisitions activity and corporate finance, and serves clients in a variety of businesses. From 2000 to 2005, Kevin was President and Chief Executive Officer of World Vintners Inc., which grew to be the largest retailer of consumer made wine in the world and is also a Chartered Accountant and Chartered Business Valuator.
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About 360insights, Sapient Capital Partners: 360insightsprovides a SaaS-based platform that enables manufacturers and distributors to manage their incentives programs.
Alex Falconer
Chief Financial Officer of TitanFile
Mr. Falconer has established and funded a number of businesses, including a number of companies in the internet and media industries. He has an in-depth knowledge and a proven record of accomplishments in structuring and securing capital for initial business funding through to the public company finance stage. He sits on a number of public company boards.
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About Award Pool, TitanFile: TitanFile develops a cloud based enterprise file sharing solution that enables professionals to exchange files.

James Corless
CFO of Block 64 Corporation
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About Block 64 Corporation: Block 64 Corporation combines tools, people and process to help you gain a deep understanding of your organizations IT infrastructure.
Laurence Sacks
CFO of OrderDynamics
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About OrderDynamics: Tecsys OrderDynamics is the leading distributed order management solution for mid-market retailers