Gregory Wylie

Greg provides advice to clients on a wide variety of corporate tax matters. His areas of specialty include corporate finance transactions including cross-border lending and securitization matters, taxation of partnerships, financial restructuring and bankruptcy and insolvency matters.

Greg has acted for clients in the financial services, equity funds, technology, manufacturing and mining sectors among others.

Representative Work

  • Chorus Aviation

    Chorus Aviation in its US$374 million investment by Brookfield

  • The Agents

    The Agents in CGI Inc.’s Canadian and U.S. offerings of Notes

  • Chorus Aviation Inc.

    Chorus Aviation in its $115 million bought deal offering and $30 million concurrent private placement

  • Pier 1 Imports Inc.

    Pier 1 Imports in its Chapter 11 and CCAA Recognition Proceedings

  • Comark Holdings Inc.

    Comark completes sale transaction and emerges from creditor protection

  • Pattern Energy Group Inc. – Investment of US$60 million in Pattern Development and strategic relationship with PSP Investments
  • Canadian counsel to JPMorgan Chase & Co. in the sale of its physical commodities business to Mercuria Energy Group Limited, a global energy and commodities trading company, for $3.5 billion
  • GM Canada in its financial restructuring
  • UBS AG, as lenders’ agent, in the financial restructuring of Arclin Group
  • Bank of Nova Scotia in the cross-border securitization of JohnsonDiversey Canada Inc
  • Hillenbrand Industries in its corporate reorganization and U.S. spin-off

Latest Insights

  • Osler Update Nov 3, 2022

    Fall Economic Statement 2022

    The Fall Economic Statement updates previously announced tax measures and proposes new tax measures.

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    Fall Economic Statement 2022
  • Osler Update Dec 21, 2021

    Federal government releases draft digital services tax legislation

    Draft legislation released by the federal government for the proposed digital services tax reaffirms Canada’s intention to impose a new tax if no...

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    Federal government releases draft digital services tax legislation
  • Osler Update Dec 14, 2021

    Economic and Fiscal Update 2021

    The 2021 Economic and Fiscal Update sets out measures adopted and proposed to address the pandemic and support Canada’s economic recovery.

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  • Osler Update Aug 6, 2021

    The Canadian federal interest withholding tax regime

    Most payments of interest made by Canadian borrowers to arm’s length non-Canadian lenders do not attract Canadian federal withholding tax, while...

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View all Insights

Awards and Recognition

  • Who’s Who Legal: Canada – Private Funds
  • Best Lawyers in Canada: Recognized in Tax Law

Media Mentions

  • Media Mentions Mar 28, 2017

    Federal budget will affect how lawyers recognize income – Legal Feeds

    The Liberal government’s second federal budget, released on March 22, 2017, contains provisions that will change the way certain lawyers compute...

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Speaking and Writing

Published Work

  • Budget Briefing 2009, Osler Update, January 27, 2009.
  • Recessionary Tax Planning, OBA Taxation Law Seminar, April 16, 2008.
  • Budget Briefing 2008, Osler Update, February 26, 2008.
  • Borrowers and Lenders Should Prepare for Canada’s Elimination of Non-Resident Withholding Taxes on Interest, Osler Update, December 10, 2007.
  • New Protocol to the Canada-US Tax Treaty Signed, Osler Update, September 21, 2007.



  • McGill University, LL.B.
  • Carleton University, B.A. (Hons.)


  • French
  • English

Professional Affiliations

  • Canadian Tax Foundation
  • International Fiscal Association
  • Law Society of Ontario
  • Canadian Bar Association
  • Ontario Bar Association