Jacob combines his technical tax expertise and strategic thinking to help his clients navigate complex tax disputes.
He has argued before the Tax Court of Canada and the Federal Court of Appeal on matters ranging from income tax, excise tax, and the general anti-avoidance rule (GAAR), and has successfully resolved numerous cases before trial. He has argued before the Federal Court of Canada on judicial review applications and the Ontario Superior Court (Commercial List) on orders for rectification and commercial disputes, and regularly advises clients with respect to voluntary disclosures, tax compliance and audits, and objections and appeals. He further advises both domestic and international clients on corporate tax, tax planning, M&A, business structuring, and reorganizations.
Jacob is an active publisher and speaker and is an editor of Federated Press’ International Tax Planning.
Article
The Proposed Enhancement of the CRA’s Audit Powers, Part One: Under Penalty of Perjury
May 03, 2024 - The following article was originally published in Law360 Canada. Budget 2024 proposes to substantially bolster the Canada Revenue Agency’s (CRA) audit powers, underscoring the increasing burden on taxpayers to comply with information requests and the consequences of non-compliance. The...
Bulletin
Federal Budget 2024: How It Impacts You and Your Business
Apr. 16, 2024 - The Honourable Chrystia Freeland, Deputy Prime Minister of Canada and Minister of Finance, delivered the Liberal Party’s federal budget (Budget 2024) on April 16, 2024. Budget 2024 included a number of proposed changes to the Income Tax Act (ITA) and other tax legislation. The most...
Article
Down but not out: Rectification granted by the Ontario Superior Court to correct trust deeds, co-author
Nov. 27, 2023 - Mondaq
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Speaking Engagement
Canadian Tax Foundation, Celebrating the Tax Court of Canada, “40th Anniversary of the Tax Court of Canada Conference”; Toronto, ON
Oct. 05, 2023
Article
Canada Revenue Agency’s expanded audit powers: What taxpayers need to know, part two, co-author
Oct. 02, 2023 - Law360 Canada
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Article
Canada Revenue Agency’s expanded audit powers: What taxpayers need to know, part one, co-author
Aug. 14, 2023 - Law360 Canada
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Article
Emergis v. The King: Taxpayer Emerges Victorious in Tower Structure Deduction
Jan. 02, 2023 - International Tax Planning, Volume XXVII, No. 2
Speaking Engagement
Canadian Tax Foundation , “Case Law Update”, Canadian Tax Foundation Young Practitioners Series; Toronto, ON
Mar. 31, 2022
Article
Loblaw Financial Holdings—Statutory Interpretation in 'One of the Most Complicated Statutory Regimes in Canadian Law’
Jan. 03, 2022 - International Tax Planning, Volume XXVI No. 2
Article
Federal Budget 2022: What you and your clients need to know
Jan. 03, 2022 - The Lawyer’s Daily
Speaking Engagement
Canadian Tax Foundation, “What’s New With Section 160?”, 2021 Ontario Tax Conference; Toronto, ON
Oct. 26, 2021
Article
Coca-Cola Goes Flat in $9 Billion Transfer-Pricing Loss
Jan. 01, 2021 - International Tax Planning, Volume XXV No. 1
Article
How Specific Is a ‘Specific Expense’ Under Paragraph 212(4)(B)?
Jan. 01, 2020 - International Tax Planning, Volume XXIV No. 1
Article
Bank of Montreal v. The Queen: When a Disposition of Shares Isn’t a Disposition of Shares
Jan. 01, 2020 - International Tax Planning, Volume XXIV No. 2