Hedgewood focuses on making value-oriented investments. We have a flexible philosophy to investing and, as such, we tend to be nimble and opportunistic in our approach to implementing our investment strategy. We invest using our proprietary capital, which permits for longer investment horizons.

While we typically make direct investments on an individual or syndicated basis, we also invest with specialized funds. Depending on the opportunity and asset class, Hedgewood is prepared to make relatively small investments as well as significant equity commitments in any one transaction.

As a globally minded investor, Hedgewood actively pursues and engages in a wide variety of investment opportunities in Canada, the United States, and internationally.

Entrepreneurial Capital

with an exceptional record of value creation

Venture Capital

  • Consumer Internet / SaaS / IoT / Fintech
  • DTC Food & Consumer Health Products
  • Idea Incubation*

Healthcare Investments

  • Life Sciences / Rejuvenation Biotech
  • Wearable Tech / Digital Therapeutics
  • Synthetic Biology / Natural Products

Capital Markets

  • Hedge & Private Equity Funds
  • Cryptocurrencies / Hard Assets
  • Direct Investing / Managed Accounts


  • Mortgage & Construction Lending
  • Mezzanine / Specialty Financing
  • Litigation Finance / Invoice Funding

Private Equity

  • Buyouts & Business Acquisitions
  • Secondaries & Co-investments
  • Minority Investments in SME's

Real Estate

  • Retail / Office / Multi-Family
  • Residential Development
  • Farmland / Timberland

Illustrative Investments

Hedgewood invests across a wide variety of asset classes, including startups.
The following are representative investments in our portfolio.

Senior Team

Founder & Managing Director

Jesse Rasch

Jesse Rasch is the co-founder and past Chairman & CEO of WebHosting.com and InQuent Technologies. InQuent provided private label hosting solutions to telecommunications customers including AT&T, Comcast, Cox Communications, Bell Canada, KPN, Telecom New Zealand, and PCCW-HKT. WebHosting.Com was one of the largest business web hosting companies in the world.

In 2000, Rasch sold InQuent and WebHosting.Com to AT&T. In 2002, Rasch orchestrated a management team acquisition of InQuent from AT&T. Rasch successfully sold InQuent once more; it was merged with Network Solutions and is now part of publicly traded web.com.

VerticalScope, which Rasch co-founded, develops and acquires digital media and community properties visited by over 120,000,000 people per month. Torstar acquired 56% of VerticalScope in 2015 transaction. VerticalScope's publishing division, the Modified Automotive Group, was previously acquired by KKR in 2007.

In partnership with Dr. Michael Greger, Rasch incubated and established NutritionFacts.org in 2010, a non-profit healthcare site which is now the preeminent, science-based resource for consumers and physicians to learn about plant-based nutrition. He established the Jesse & Julie Rasch Foundation in 2000 to invest in causes that reflect Rasch's broad charitable interests.

Rasch is a past recipient of the Ernst & Young Entrepreneur of the Year award.

He has been featured in Time Magazine, The Globe & Mail, Canadian Business, The National Post, Network World, Macleans, and on CBC, CTV, Global, City-TV, BNN, and many other print, televised, and radio media. He was a founding member of the Canadian E-Business Opportunities Roundtable, a joint private and public sector advisory group on e-business in Canada.

Read archived essays on Venture Philanthropy, Angel Investing, & Entrepreneurship by Jesse Rasch.

VP Finance

Greg Leung

As VP Finance, Greg ensures that Hedgewood and its related entities are in compliance with accounting, tax, banking, and statutory reporting requirements.

Prior to Hedgewood, Greg garnered over a decade of experience in public accounting, most recently as Audit & Assurance Manager for private enterprises at Richter LLP in Toronto.  Greg is a Chartered Professional Accountant, having earned his Canadian CPA (CA) designation in 2012

VP Investments

Vinay Vishwanath

As VP Investments, Vinay is primarily responsible for leading due diligence and the investment analysis process at Hedgewood. He works closely with the Chairman in managing investment responsibilities and supporting Hedgewood portfolio companies.

Prior to Hedgewood, Vinay was at Northern Impact Investing Network (FKA Impact Angel Alliance), a Toronto based non-profit alliance working to identify and co-invest in startups that blend profit and purpose.

Vinay was formerly a Corporate & Investment Banking Analyst at Citibank Canada. Vinay holds a Bachelor of Arts degree in Economics and Finance (Joint Honours) from McGill University.


Wayne Bigby

As the former President of Hedgewood Inc., Wayne filled a multi-dimensional role, including acting as general counsel for the related group of companies and managing investment responsibilities. He continues to provide strategic consulting to Hedgewood portfolio companies.

Wayne is a proven senior executive and lawyer with over 25 years business experience, most recently as Executive Vice-President of Kingsdale Shareholder Service, a company involved in providing strategic consulting and other services to companies involved in takeover bids and proxy fights.

Prior to Kingsdale, Wayne was Editor-in-Chief of Lexpert, a division of Thomson Corporation, where he was responsible for the strategic direction of Lexpert Magazine and the Lexpert group of directories. He also founded law firm strategy and marketing consultant Lexoro Inc.

Wayne was formerly Executive Vice-President of private venture capital company Aprilis Ventures Ltd. where he additionally held executive positions within Aprilis portfolio companies including WebHosting.com, InQuent Technologies and VerticalScope.

Prior to Aprilis, Wayne practiced corporate law at Blake, Cassels & Graydon LLP, specializing in mergers and acquisitions.

Wayne holds a Juris Doctor degree from the University of Toronto along with MBA and Bachelor of Science degrees from Queen's University in Kingston, Ontario.

Contact Us

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A note on confidentiality


111 Peter Street
Suite 502
Toronto, Ontario, M5V 2H1