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:

Disability Tax Credit and other benefits

How to Set up Lifetime Benefit Trusts in Canada: Tax-Deferred Planning for Disabled Beneficiaries and Registered Assets

Interior of an empty white room with windows

How to Legally Deduct Leveraged Rental Losses in Your Real Estate Portfolio and Avoid a CRA Rental Audit

Closeup shot of handcuffs lying on laptop keypad

Quebec Entrepreneur Jailed and Ordered to Pay Over $1 Million for GST/QST Fraud – Canadian Tax Lawyer Analysis

Management team gathering in A boardroom to review paperwork

What are the Capital Cost Allowance (CCA) Continuity Rules in Corporate Reorganizations? Suncor Energy Inc. v. His Majesty the King and CRA Reassessment Risk in Canada

The words Tax Evasion printed on a white sticky attached to the sheets of a tax return

The Tax Sham vs. Tax Evasion in Canadian Tax Law: Key Differences and Audit Risks

Closeup on a woman sorting through receipts, using a calculator and holding a pen

Tax Court Rejects Employment Expenses Without Proper Receipts: Lessons from Paetz v. The King

Judge sitting in a courtroom

Tax Court of Canada says CRA Cannot Use ‘Fairness’ Reassessment to Immunize a Tax Increase from Appeal: A Canadian Tax Lawyer Analyzes Forrest v The King

Woman in the driver's seat of a car looking at her smartphone.

Gig Economy Workers Beware How You Are Taxed in Canada: CRA Audit Risks, Creator Income, AI Income, and GST/HST Obligations

Confused woman on the phone holding a paper at a desk with a laptop

How CRA’s Expanded Section 160 and Budget 2025 Supplementary Rule Closes Asset Transfer Loopholes

A man placing a bet on his phone while watching a game with friends.

Arbitrage Betting and Surebetting in Canada: How the CRA Taxes ‘Guaranteed-Profit’ Sports Wagering Strategies

Get your CRA tax issue solved


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