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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:

Three People Donating Goods

A Canadian Tax Lawyer’s Guide for Registered Charities in Canada: Non-resident Withholding Tax

judge working on laptop in office with gavel

Canadian Taxpayers, Beware: The CRA Gets Away with Defective Pleadings During Tax Litigation

Black Twin Bell Alarm Desk Clock on Table

How not to Screw up Applying for an Extension of Time when Filing a Notice of Objection to a Re-assessment by CRA: DiPierdomenico v. The King

Close up of man wearing suit with hand outstretched

Are “Hybrid Sales” of Private Businesses Still a Viable Tax Planning Tool for Business Owners? A Case Comment on Foix v His Majesty the King, 2023 FCA 38

Boy in gray long sleeve shirt putting coins in a piggy bank

A Canadian Tax Lawyer’s Guide to the In-Trust-For (ITF) Account

Man helping woman sitting at computer

How the Canadian Taxation System Works Part II: A Canadian Tax Lawyer Explains Benefits, Taxes, and Credits to Tech Worker Immigrants, Newcomers

woman in plaid shirt and hat, holding a Canadian flag looking out at lake and mountains

How the Canadian Taxation System Works: A Canadian Tax Lawyer Explains Benefits, Taxes, and Credits to Immigrants, Newcomers

hand using laptop computer with virtual screen document online concept

Benefits of Paperless Processing for Taxpayers: Lessons For The Canada Revenue Agency (CRA) From Recent Initiatives Of The Internal Revenue Service (IRS)

records with the word scam written across in big gray letters

Attempting Tax Fraud by Forging Fake Business Records to Unlawfully Claim GST/HST Rebates: A Canadian Tax Lawyer Explains R. v. Scholtz

woman confused reading files at desk in front of laptop

Are CRA Publications Clear and Easy to Understand? Can Canadian Taxpayers Trust Information in CRA Publications?

Get your CRA tax issue solved


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