Ian Caines
Partner | Toronto
Toronto: 416-863-5277

Ian practises domestic and international tax law with a particular focus on tax implications of new technologies and technology start-up businesses, on which he has written and presented to various groups. Ian’s interest is formed by a background in mathematics and experience working at a Toronto technology start-up company developing new tools for legal practice. Recent matters in which Ian has been involved include providing tax advice to a substantial sharing economy business and several cryptocurrency-related businesses.

Ian also has experience with a range of other areas of tax practice, including mergers and acquisitions, reorganizations, financings, restructurings and Ontario real estate tax.

Prior to joining Blakes, Ian was a visiting fellow at the University of Toronto Faculty of Law and practised for two years with a prominent New York-based international law firm.

  • Advising underwriters in connection with a C$1.54-billion financing by Hydro One

  • Advising Edgefront REIT in connection with its combination with Nobel REIT

  • Advising Warburg Pincus funds in connection with acquiring a majority interest in SCM Insurance Services

  • Advising ENC Capital in connection with various sale transactions

  • Advising Lazard Ltd. in connection with its acquisition of Verus Partners

  • Advising UnitedHealth Group on its subsidiary OptumRx’s combination with Catamaran Corporation

  • Advising McKeil Marine in connection with an investment from TorQuest Partners

  • Advising Safeway Inc. in connection with the sale of its Canadian operations to Sobeys Inc.

Show Past:
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Co-author: Ask A Lawyer: How Should I Design My Employee Stock Option Plan (ESOP)?
Tech Innovation, Betakit.com, June 22, 2018.
Blakes Bulletin on The Sharing Economy, June 12, 2018.
Canadian Tax Focus, Canadian Tax Foundation, May 2018.
Co-author: Canada: Conservative Approach Taken to BEPS Multilateral Instrument
International Tax Review, p. 46, International Correspondents: Canada, September 2017.
Canadian Tax Focus, Canadian Tax Foundation, February 2017.
Conference Report 2016, Report of Proceedings of the Sixty-Eighth Tax Conference, Ch. 35, pp. 1-26, Canadian Tax Foundation, 2017.
Author: Canada: Important Deadline Approaching under Canada's "upstream loan" Rules
International Tax Review, International Correspondents: Canada, p. 60, July/August 2016.
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Co-presenter: Cryptocurrency
70th Annual Tax Conference, Vancouver, British Columbia, November 25, 2018.
Panellist: Tax Policy Aspects of Blockchain and Cryptocurrency
2018 Tax Policy Research Symposium, Waterloo Centre for Taxation in a Global Economy, Toronto, Ontario, May 3, 2018.
Co-presenter: Income and Commodity Tax Considerations for the Sharing Economy
68th Annual Tax Conference, Calgary, Alberta, November 28, 2016.
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