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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:

Businesswoman using a mobile phone to log in to a secure site. High-transparency screenshot of the login screen superimposed in the space beside her shoulder.

CRA EFILE Software Block Security Enhancement

Person typing on a laptop with a screen displaying a “Security Breach, Try Again” message

‘CRA Register Again’ Feature: New Self-Serve Online Access Option for Locked or Inaccessible ‘CRA My Account’ Users

woman moving to a new home and counting money

The 40-Kilometre Rule Revisited: How De Kruyff v The King Clarifies Moving Expense Tax Deductions in the Age of Google Maps and Traffic Congestion

Flag of Quebec

Changes to Quebec’s Voluntary Disclosure Program: Eligibility, Obligations, and Tax Forgiveness for Taxpayers

Stacks of coins on top of a chart that is under a magnifying glass on a desk.

How a CRA Tax Audit that uses Bank Deposit Analysis Affects Tax Reassessments in Canadian Tax Litigation: Comparing Premier Fasteners Inc. v The King and Hickman Motors Ltd. v Canada

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

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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

Get your CRA tax issue solved


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