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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:

Prosecution and defense lawyers with documents standing opposite each other in front of judge

Case Commentary: Watts v The King, 2024 TCC 100 – Enhanced Costs of Litigation

Wooden gavel and books on wooden table

Taxpayer’s Failure to Review Her Tax Return Contributed to Negligence, Tax Court of Canada Finds

Couple will and estate planning using papers and a calculator

6 Strategies to Minimize Probate Fees in Your Estate Plan

An office desk with records and files in organized piles

Case Commentary: Fijal v. The King, 2024 TCC 116 – Why Proper Bookkeeping is the Best Protection for Businesses When They’re Reassessed by the CRA

Gavel with books on a wooden desk

What Are a Taxpayer’s Rights During an Access to Information and Privacy (ATIP) Request for Their Own Tax Records? Canadian Tax Lawyer Explains

Blank sheet of paper and pink piggy bank on a New Year's background.

Year-End Tax Planning for Tax-Free Savings Accounts: Top TFSA Moves You Should Make Before the End of 2024

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Consequences of Failure to File Valid Business Limit Allocation Agreement with CRA and Missing Out on the Small Business Deduction

Businesswoman contemplating while working on paperwork

Case Commentary: Onex Corporation v. Canada, 2024 FC 1247 –subsections 220(2.1) and 220(3) of the Income Tax Act Can Grant Relief from Tax Reassessment, Plus Filing Requirements

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Beware CRA’s Ability to Share Information with Foreign Tax Authorities Using Tax Information-Exchange Provision In Bilateral Tax Treaties And Tax Information Exchange Agreements: A Canadian Tax Lawyer’s Primer

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Canadian Tax Traps for Professional Athletes Entering, Leaving, or Playing in Canada: Tax-Planning Considerations for Cross-Border Professional Athletes

Get your CRA tax issue solved


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