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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:

Closeup of a judge holding a gavel in a courtroom.

Federal Court of Appeal reaffirms that tax efficiency alone does not equate to abuse under GAAR: Canada v. Quebecor Inc., 2025 FCA 207

Coins, paper money and globe on white statistic form background

How to Ensure You’re Compliant With the Spot Rate Requirement Under Section 261(1) of the Income Tax Act

Folded flags of Canada and the United Kingdom side-by-side.

Cryptocurrency Tax Enforcement Measures in the U.K. and Canada, Compared by a Crypto Tax Lawyer

Magnifying glass and a pencil on top of paper charts.

Net-Worth Assessments, Shareholder Benefits, and Statute-Barred Years: Lessons from Afdon Contracting Ltd. v. The King 2025 TCC 175

When an Oral CRA Refusal Becomes a Reviewable Administrative Decision: Hillcore Financial Corporation v Attorney General of Canada

BC Foreign Buyer Tax vs Ontario Non-Resident Speculation Tax: Comprehensive Guide to Rates, Exemptions, Key Differences, Implications, and Compliance for Canadian Real Estate Investors and Foreign Buyers

Young woman checking her budget and doing taxes with a distressed look on her face.

What to do When You Receive a Notice of Non-Compliance: Advanced Strategies to Comply with a Canadian Tax Audit, Fixing Honest Tax Mistakes, Resolving CRA Audits, and Canadian Crypto Tax Challenges While Avoiding Costly CRA Penalties

CRA’s Tax Audit Powers Are Expanding: What Canadian Businesses Need to Know in 2026

CRA Reinstates T4A Reporting Requirement, Penalties in the Canadian Trucking Industry to Combat Tax Evasion: Critical Compliance Updates for Truckers, Shippers

CRA EFILE Suspensions and Federal Court Oversight: What Canadian Preparers Must Know for 2026

Get your CRA tax issue solved


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