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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:

Tuna sushi roll with green caviar fish eggs on top on a plate

How to Deduct “Loss Leaders,” other Outrageous Promotional Expenses on Your Canadian Business Taxes: Lessons from a $3.2 Million Giant Bluefin Tuna and Japan’s “Tuna King”

When Judicial Review (Federal Court) Finds that Interest Imposed by CBSA Must be Waived: Case Comment on Lufthansa Technik Aktiengesellschaft v. AGC

Immediate Expensing for Canadian Manufacturers: Unlocking Key Tax Deductions in the 2025 Federal Budget

How CRA Calculates Taxes When You Take Personal Trips in Your Employer’s Car

Excess Capital Dividends and the Whopping 60 Percent Penalty Tax: A Canadian Tax Lawyer’s Guide to Prevent Capital Dividend Account Pitfalls in Tax Planning

Adjusted Cost Basis Traps in Corporate Life Insurance Planning: How to Avoid Nasty Capital Dividend Account Surprises

A Canadian flag stuck into wooden blocks spelling out the words Canada 2026 with a hand removing a wooden block with a 5 on it.

Top 21 Tax Changes for 2025 that Canadian Taxpayers Must Know About, from a Canadian Tax Lawyer

Canadian Tax Litigation Insights: How the Jennings-Clyde (Vivatas, Inc.) Decision Protects Canadian Taxpayers’ Rights in Federal Court of Appeal

What Businesses Need to Know about Expanding Minister of National Revenue Powers during Reassessments Under Income Tax Act, Subsection 152(9) – Perspective from Canadian Tax Lawyer

When Negligent Documentation Triggers a Decade-Late Reassessment, Penalties, and Shareholder Liability: Les Éléments Chauffants Tempora Inc. v. The King (2025 TCC 173)

Get your CRA tax issue solved


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