David Rotfleisch

Popular Topics

Tax Technology Finance and Banking

David Rotfleisch’s articles from Rotfleisch & Samulovitch P.C. are most popular:

with Senior Company Executives, HR and Finance and Tax Executives
with readers working within the Accounting & Consultancy and Aerospace & Defence industries
within Finance and Banking, Tax and Family and Matrimonial topic(s)
in Canada, North America and Europe

DETAILS

Canada

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RANKINGS

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This author falls within the Top 20% for their listed topics and industry categories. Based on Mondaq users readership, this author is ranked as VERY POPULAR in Canada

AUTHORS CONTENT

Tax Planning Versus GAAR Tax Avoidance: Canadian Tax Litigation Lawyer Explains Tax Court Of Canada’s Boundaries Of Acceptable Tax Planning: Foix v. The King, 2026 TCC 63

Canada Crypto Voluntary Disclosure: How Amicarelli v. The King Shows That Many Crypto Profits May Be Business Income—Not Capital Gains

What Are The IRS Digital Asset Reporting Rules (2026)? Form 1099-DA, Crypto Tax Compliance, & IRS Enforcement Risks On Crypto Currencies

United States Tax

How To Meet The Very High Bar For Establishing And Maintaining Canadian-Controlled Private Corporation (CCPC) Status, Plus Corporate And Tax Implications Of Share Transfer

International Crypto Fraud Crackdown: How CRA Treats Tax Losses From Crypto Scams In Canada

How Disobeying CRA Will Result In ‘Contempt Of Court’ Charge In Tax Court, Plus Fines And Other Penalties: Minister Of National Revenue v. 1718743 Ontario Inc. (Sanderson Outdoor) Et Al. (2026 FC 435)

Bergevin v. The Queen – Missed A Tax Deadline? Disaster! The Courts Are Very Strict With Procedural Rules

Aggressive Tax Planning Schemes, Specially Those Designed By Third Parties, Will Annoy CRA – Canada v. Microbjo Properties Inc.

Smith v. The King – Missed The Deadline To Object To A CRA Tax Reassessment? What The Tax Court Requires To Grant An Extension Of Time

CRA SR&ED Pre-Claim Approval Process (2026): Improved Strategic Tax Planning For SR&ED Tax Credits In Canada With Tax Credit Certainty, Faster Pro

Gill V. The King -Transferring Property Among Family Members, When You’re In Debt To CRA? That Triggers Secondary Tax Liability (Because It Appears To Be A Tax Dodge)

Why Ontario Employer Health Tax (EHT) Assessment Disputes Frequently Escalate Into Tax Litigation: EHT Rules, Tax Audit Risk, And EHT Appeals

Charging GST/HST On Digital Marketing Income In Canada: AdSense, NFTs, And Zero-Rating Risks

Ambiguous HST Clauses In Real Estate Transactions: When “Tax Included” Means Risk Assumed

CRA Real Estate Tax Audits Using MLS Data: Builder Risk, GST/HST Exposure & Audit Defence Strategies In Canada

Toronto Crypto Crackdown Intensifies Enforcement And CRA Tax Audit Risk

Case Comment – Heritage Square Retirement Living Inc. v The King, 2026 TCC 39

Tax Court Of Canada Overturns CRA’s Denial Of GST/HST Input Tax Credits: Fiera Foods Company v The King

GST Carousel Fraud Not A Fun Ride When CRA Catches Up To You – Guidance From A Canadian Tax Lawyer

For Personal Income Tax In Canada, There Is A Fixed Sequence: Non-Refundable Credits First, Followed By Refundable Credits

AWARDS

Spring 2026 Award for Compliance in United States

Italy's Rising Tax Evasion Vs The United States' Is Higher, Even With The Voluntary Disclosure Program (VDP)

Spring 2026 Award for FinTech in United States

Italy's Rising Tax Evasion Vs The United States' Is Higher, Even With The Voluntary Disclosure Program (VDP)

Spring 2026 Award for Employment and HR in United States

Employment and HR

401(k) And IRA Contribution Limits For 2026: Retirement Savings, Adjustments For Inflation, And SECURE 2.0 Changes American Taxpayers Must Know About

Spring 2026 Award for Real Estate and Construction in Canada

Real Estate and Construction

A Canadian Tax Lawyer's Updated Guide On Non-Resident Trusts In Canada

Spring 2026 Award for Finance and Banking in Canada

Finance and Banking

The CRA Issues A New Income Tax Folio On 'Deemed Interest Benefit On Shareholder Loans And Debts': How Is It Treated For Tax Purposes?

Spring 2026 Award for Compliance in Canada

Understanding CRA Form T106 And How It Compares To U.S. Reporting Requirements

Spring 2026 Award for Technology in Canada

How To Master The 24-Month Holding Period Requirement For QSBC Shares And Lifetime Capital Gains Exemption In Canada

Spring 2026 Award for FinTech in Canada

How To Master The 24-Month Holding Period Requirement For QSBC Shares And Lifetime Capital Gains Exemption In Canada

Spring 2026 Award for Immigration in Canada

CRA's 'Deemed Disposition' Explained: It's A Departure Tax For Individuals Emigrating From Canada To Live Elsewhere

Autumn 2025 Award for Employment and HR in Canada

Employment and HR

Canadian Tax Traps For Professional Athletes Entering, Leaving, Or Playing In Canada: Tax-Planning Considerations For Cross-Border Professional Athletes

Autumn 2025 Award for FinTech in Canada

Canada Revenue Agency Tightens Oversight On Cryptocurrency Transactions: What You Need To Know Now

Autumn 2025 Award for Media, Telecoms, IT, Entertainment in Canada

Media, Telecoms, IT, Entertainment

How Are Professional Poker Winnings Taxed In Canada? Taxable Business Income And Non-Taxable Hobbies: Fournier-Giguère V. Canada Et. Al., 2025 FCA 112

Autumn 2025 Award for Finance and Banking in Canada

Finance and Banking

The CRA Issues A New 'Income Tax Folio' On How Shareholder Loans And Debts Are Treated

Autumn 2025 Award for Real Estate and Construction in Canada

Real Estate and Construction

Case Commentary: 1351231 Ontario Inc. v The King – Why GST/HST Must Be Paid On The Sale Of A Residential Unit Used For Airbnb

Spring 2025 Award for Government, Public Sector in Canada

Government, Public Sector

FINTRAC And CRA Team Up To Combat Money Laundering The Proceeds Of Tax Evasion Using Real Estate

Spring 2025 Award for Finance and Banking in Canada

Finance and Banking

Year-End Tax Planning For Tax-Free Savings Accounts: Top TFSA Moves You Should Make Before The End Of 2024

Spring 2025 Award for Real Estate and Construction in Canada

Real Estate and Construction

A Comprehensive Guide To Tax For Canadian Property Owners, Investors In Canadian Property Part III: Tax Obligations For Long-Term And Short-Term Rentals

Autumn 2024 Award for FinTech in Canada

How To Claim A Tax Loss & Tax Deductions For Victims Of 'Pig Butchering' Fake Crypto Investment Scams Tip: Tips From A Canadian Tax Lawyer

Spring 2024 Award for Immigration in Canada

How To Legitimately Defer The Worst Of Canada's ‘Departure Tax' When Becoming A Non-Resident And Moving To Another Country

Autumn 2023 Award for Technology in Canada

Binance Bids Canada Bye-Bye! Canadian Tax Implications For Cryptocurrency Investors And Traders

Autumn 2023 Award for FinTech in Canada

Binance Bids Canada Bye-Bye! Canadian Tax Implications For Cryptocurrency Investors And Traders

Spring 2023 Award for Employment and HR in Canada

Employment and HR

Canadian Tax Treatment Of Roth Individual Retirement Arrangement (Roth IRA)

Spring 2023 Award for Real Estate and Construction in Canada

Real Estate and Construction

Everything You Need To Know About The Underused Housing Tax (2022), On Vacant Or Underused Housing In Canada

Spring 2023 Award for FinTech in Canada

The Canadian Income Tax And Cryptocurrency Staking: Knowing The Income-Tax Consequences For Canadians In The Validation Of Cryptocurrency Transactions In Proof-Of-Stake Blockchain

Autumn 2022 Award for FinTech in Canada

Binance's Exit From Ontario Amid Regulatory Action By OSC

Spring 2022 Award for Employment and HR in Canada

Employment and HR

Employee Stock Options Tax Treatment: Canadian Tax Lawyer's Guide

Spring 2022 Award for Finance and Banking in Canada

Finance and Banking

TFSA Tax: Canadian Tax Lawyer Guidance

Autumn 2021 Award for Intellectual Property in Canada

Intellectual Property

Canadian Income Tax Implications Of Buying & Selling Blockchain NFTs

Autumn 2021 Award for FinTech in Canada

Binance's Exit From Ontario Amid Regulatory Action By OSC

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