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David Rotfleisch and Enchantee

David J. Rotfleisch

CPA, JD


David J. Rotfleisch, a leading Canadian tax lawyer, is not only a certified specialist in taxation but also a chartered professional accountant. Most recently, David is a pioneer in Canadian crypto taxation.

Known for his dual expertise in income tax law and technology, David has a comprehensive background in the computer and IT industry, making him effective and efficient in handling high-tech tax legal issues in software development and intellectual property.

He has served various resident and non-resident businesses and individuals, dealing with matters from simple tax planning to complex estate planning, voluntary disclosure, crypto taxation and tax litigation.

A graduate of McGill University and Osgoode Hall Law School, David became a chartered accountant in 1977 and was admitted to the Ontario bar in 1983. He founded his tax law firm in 1987.

David is the Canadian Tax lawyer that LAW360 (LexisNexis), Canadian Accountant, and international legal publisher MONDAQ turn to for commentary on Canadian taxes.

He is also a prolific blogger and has frequently appeared on radio, TV, and various print and online media who seek his insight and expertise on Canadian tax problems.

As of April 2020, he was one of 12 Ontario Certified Specialists In Taxation™.

Posts by David J. Rotfleisch:

Charleston Scenery

A Comprehensive Guide to Tax for Canadian Property Owners, Investors in Canadian Property – PART 1 – Canadian Tax Lawyer Explains the General Rules

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Everything You Need to Know About Canada’s New Digital Services Tax Act

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What Does Tax Court Decide? What Does Federal Court Decide? Supreme Court Clarifies Jurisdictions Through Recent Cases: Dow Chemical and Iris Technologies

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Taxpayers Beware: CRA’s New Tools for Catching Tax Evasion, Avoiding Tax Debt, Canadian Tax Lawyer Explains

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Beware of Tax Implications When a Canadian Corporation Emigrates: Departure Tax, Corporate Emigration Tax, and More

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When Can Discovery Answers of a Deceased Canadian be Used Under Subsections 100(6)-(7) of the Tax Court of Canada Rules?

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Case Commentary: Paquet c. Le Roi – Reversing the Burden of Proof from the Taxpayer to Canada Revenue Agency (CRA)

Judge Signing on the Papers

What Is the Standard of Review for Discretionary Decisions of the CRA Appealed to the Federal Courts? A Canadian Tax Lawyer Explains

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A Canadian Tax Lawyer’s Guide On ‘Part XIII’ Withholding Tax on Non-Residents Who Receive Property Income from Canadian Residents: A Case Study Of 3792391 Canada Inc. v The King

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A Canadian Tax Lawyer’s Guide to Get Ready for Delayed Canadian Border Services Agency Assessment and Revenue Management (CARM 2)

Get your CRA tax issue solved


Address: Rotfleisch & Samulovitch P.C.
2822 Danforth Avenue Toronto, Ontario M4C 1M1