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Steven Sitcoff is a highly experienced lawyer with a practice primarily focused on providing domestic and international corporations with proactive and practical tax planning solutions to assist them to further their business objectives.  He has significant experience working with private and public companies from various sectors including consumer products, retail, real estate, financial services, and entertainment.

Steven provides comprehensive legal and tax advice to Canadian companies with national and cross-border activities as well as to companies from abroad expanding into Canada.

Steven is repeatedly called upon for his unique combined expertise in taxation and private aviation matters.  In this capacity he is frequently consulted by clients and aviation services firms across Canada to advise on tax-efficient acquisition and ownership structures for aircraft, to review aircraft ownership structures and usage policies for tax risk, and for representation in aircraft-related audits and tax disputes.

Steven regularly represents both corporate and individual clients in tax disputes with the federal and provincial tax authorities. A member of both the Québec and Ontario bars, Steven fulfilled his articling requirements as a law clerk to the judges of the Tax Court of Canada.


Expertise

Industries

Practices


Representative Matters

  • Planning and executing tax-efficient strategies for the selling shareholders of a national retail chain
  • Planning and executing tax-efficient structures for Canadian companies expanding abroad, as well as for multinationals inbound to Canada
  • Advising public and private companies on establishing formal policies governing the use of corporate aircraft
  • Tax planning for acquisitions and divestitures, including structuring earn-out transactions and other tax-efficient strategies for vendors
  • Tax planning for individuals immigrating to or departing Canada
  • Extensive experience in representing clients with regard to the voluntary disclosure programs of both the Canada Revenue Agency and Revenue Québec, especially as pertains to offshore bank accounts

Speaking Engagements

Tax and financial planning for business aircraft owners, Co-presenter at 2019 National Convention of the Canadian Business Aviation Association

July 10, 2019

How to manage the impact of CRA’s new tax policy, Co-presenter at 2018 National Convention of the Canadian Business Aviation Association

June 14, 2018

Tax Planning for Your Business Aircraft, Co-presenter at 2017 National Convention of the Canadian Business Aviation Association

August 11, 2017

Taxation of personal use of business aircraft, Co-presenter of Webinar to the Canadian Business Aviation Association

July 15, 2017

Taxation of personal use of business aircraft, Co-presenter of Webinar to the Canadian Business Aviation Association

April 28, 2016

News


Media Mentions

  • “CBAA makes headway on taxation issue,” Skies Magazine (June 28, 2018)
  • “CBAA musters the troops in response to taxable benefits proposal,” Skies Magazine (August 15, 2017)

Community Involvement

  • 2019 West Island Campaign Chair, Federation-CJA (Montréal)
  • Member of the Board of Directors and Secretary to the Board of West Island College: 2015 to present
  • Chair of the Innovations Committee of the Jewish Community Foundation of Montréal: 2013 to present
  • Board Member, Jewish Community Foundation of Montréal: 2008-2013

Directorships & Affiliations

  • Le Barreau du Québec
  • Law Society of Ontario
  • Canadian Tax Foundation (CTF)
  • International Fiscal Association
  • Lord Reading Law Society
  • Canadian Business Aviation Association

Education & Admissions

2007
Called to the Québec bar
1998
Called to the Ontario bar
1996
LLBQueen's University
1993
BAMcGill University

Publications

Insights by Steven Sitcoff (1 Posts)

Featured Insight

Clipping Wings and Stalling Engines: The proposed Canadian federal luxury tax raises issues for vendors, manufacturers, service providers and consumers

Proposed Canadian federal luxury tax raises issues for the aviation, automotive and boat industries

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Aug 24, 2021