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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:

Elderly businessman shaking hands with partner

Planning for Intergenerational Business Transfers and Alternative Minimum Tax After Bill C-59

Person putting key in another persons hand

Case Commentary: Csak v the King 2024 TCC – Transfers of property while owing taxes to the CRA (Tax Court Finds Both 1988 and 1989 Reassessments of Maria Csak Statue-Barred)

Picture of people and servers in restaurant

How CRA taxes tips, gratuities: Canadian Tax Lawyer explains they are taxable income

Fired Employee Packing his Things at Office

New Reporting Rules on Tax Treatment of Severance Settlements; update from Canadian tax lawyer

Flat lay with blank writing sheet, pen and crumpled paper balls on top of wooden office desk

Made a Mistake on Your Tax Return? Here’s How to Change Your Canadian Tax Return Through the Tax Objections Process

People Using Laptops

Canadian Tax Lawyer Decodes The 2023 Fall Economic Statement Part III: International Tax Reform and Digital Services Tax

Judge Signing on the Papers

When Is it Worth Challenging the CRA’s Defective Tax-Court Pleadings? Reconciling the Federal Court of Appeal’s decisions in Preston and Adboss

Tendency Curve Hand royalty-free stock illustration. Free for use & download.

Canadian Tax Lawyer Decodes 2023 Fall Economic Statement – Part II: A Challenge to Build a Competitive Economy

Image of broken up bathroom

Canadian Tax Lawyer Decodes The 2023 Fall Economic Statement – Part I: Canadian Housing Action Plan

Three People Donating Goods

When Can a Non-Profit Organization Turn a Profit? The “Profit-Purpose” Test for Non-Profit Organizations’ Tax-Exempt Status Under the Canadian Income Tax Act

Get your CRA tax issue solved


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