Questions? Call 416-367-4222
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:

Leather-bound Canadian tax treaties stacked on a desk with papers and a quill pen

How the Mutual Agreement Procedure (MAP) Can Help Businesses and Individuals Resolve Cross-Border Tax Problems, plus tips from Canadian Tax Lawyer

Closeup of a man in a suit at a desk with papers and a laptop opening an empty wallet

Case Commentary: Court-Ordered Immediate Seizure (‘Jeopardy Order’) of Taxpayer Assets when Canada Revenue Agency Suspects Fraud, Tax Evasion – Canada (National Revenue) v. Ne’eman Foundation Canada, 2024 FC 1932

Distraught woman at her desk covering her mouth with her hands being handed a paper from someone wearing a suit

Chad v the King – Losses, expenses arising from transactions that are not ‘sufficiently commercial’ may be ineligible to reduce your income tax

A magnifying glass on top of papers beside a calculator on a desk

Case Commentary: Ayre v The King, 2025 TCC 41 – Convoluted Charitable Gifts made through Questionable Financing Transactions (‘Donative Intent’ Under Section 118.1 of the Tax Act)

Business owner at a desk with papers, holding his head and looking concerned

Tax Debt in Canada: Bankruptcy, Consumer Proposals, Uncollected Taxes, and the CRA’s Approach

News Release Tax Facts 2025 Canadian Tax Lawyer David Rotfleisch

Visa application form stamped approved with a Canadian flag on the desk

What is CRA’s Regulation 105? An Overview on Withholding Tax on Payments to Non-Residents, explained by Canadian tax lawyer

What Canadian OnlyFans creators and social media influencers need to know about CRA digital income taxes and how to report undisclosed income.

How to disclose unreported income from OnlyFans to the Canada Revenue Agency (CRA) – here’s the skinny from a Canadian tax lawyer

Close-up handshake of business partners in suits

How are Limited Partnerships Taxed in Canada? Advantages and Drawbacks from a Canadian Tax Lawyer

Judge’s gavel leaning against open law books on a desk

Case Commentary: Onischuk v. The King – Tax Court Rules Cannot Override CRA’s Statutory Requirements

Get your CRA tax issue solved


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