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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:

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The Reasonability Requirement for Administrative Suspension of EFILE Rights: A Canadian Tax Lawyer Case Analysis of Virgen v Canada (Attorney General) & The Global ‘Buzz’ Behind the Automation of Tax Filing and Assessment Processes

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Another Historical Development in Claiming Negligence Against the CRA: Myers v Canada (Attorney General), 2022 BCCA 160

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Using Promissory Notes to Distribute Trust Income to Beneficiaries: A Canadian Tax Lawyer’s Analysis

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Singh v. Canada: A Canadian Tax Lawyer’s Observations on TFSA Penalties

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The Tax Liability for DAO Profits and Token Disposition: A Canadian Crypto Tax Lawyer Guide

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Richard T Mccullough v His Majesty the King: The Tax Court of Canada allows taxpayer’s travel expenses of getting to work denied by the CRA

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Tax Planning to Reduce the Effects of the FTX Collapse: Advice from a Canadian Tax Lawyer

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Proposed Notifiable Transactions Under Upcoming Mandatory Disclosure Rules in Canada: A Canadian Tax Lawyer’s Explanation

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Ontario Interactive Digital Media Tax Credit (OIDMTC) – Guidance from a Canadian Tax Lawyer

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Preston Family Trust II v The Queen: Guidance from a Canadian Tax Lawyer Regarding Assumptions of Facts in Replies to a Notice of Appeal

Get your CRA tax issue solved


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