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

  • Internet of Things / Wearable Tech
  • Consumer Internet / SaaS
  • Fintech / Mobile Apps

Internet Investments

  • Domain Development *
  • Idea Incubation
  • Website Acquisitions

Asset Management

  • Hedge & Private Equity Funds
  • Managed Accounts
  • Direct Investing


  • Mortgage & Construction Lending
  • Mezzanine / Specialty Financing
  • Litigation Financing

Private Equity

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

Real Estate

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

Illustrative Investments

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

Senior Team

Chairman & CEO

Jesse Rasch

Jesse Rasch is the co-founder and past Chairman & CEO of WebHosting.com and InQuent Technologies. InQuent provides private label hosting solutions to telecommunications customers including Bell Canada, KPN, Telecom New Zealand, PCCW, AT&T, Comcast, & Cox Communications. 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 in 2003. InQuent was merged with Network Solutions and is now part of publicly traded web.com.

Rasch is widely credited with establishing the white label web hosting market segment that is a significant component of the $95 billion annual web hosting market.

VerticalScope, which Rasch co-founded, develops and acquires online media and community properties. VerticalScope's network of websites is visited by over 85,000,000 people per month. VerticalScope's automotive publishing division, the Modified Automotive Group, was acquired by KKR / Primedia in 2007. Torstar acquired 56% of VerticalScope in 2015.

Rasch is a proponent of venture philanthropy and is active in encouraging entrepreneurs to participate in strategic philanthropy. He established the Jesse & Julie Rasch Foundation in 2000 to invest in causes that reflect Rasch's broad charitable interests.

In 2001, Rasch was awarded 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.


Wayne Bigby

As President of Hedgewood Inc., Wayne fills a multi-dimensional role, including acting as general counsel for the related group of companies. He also takes on investment management responsibilities and provides strategic consulting to the 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

Hedgewood on Google Maps


8 Brentcliffe Road
Suite 200
Toronto, Ontario, M4G 3Y2