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, Aerospace & Defence and Securities & Investment industries
within Finance and Banking and Tax topic(s)
in Canada, North America and United States

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

The Complete Arbitrage Betting US Tax Guide: US Tax Implications For Prediction Market And Arbitrage Profits

United States Tax

Burzuk v The King (2026 TCC 95): Using Shady Consultants? Why Tax Court Of Canada Applied Gross Negligence Penalties Of $350,000 For Illegal Tax Scheme That Grew To $1.3 Million Tax Bill

How CRA Treats Cryptocurrency Tax In Divorce And Family Law Settlements In Canada

Real Estate Investors Beware: When GST Exemption On Properties Doesn’t Apply, Explains Canadian Tax Lawyer, Moseley v. The King (2026 TCC 59)

CRA Phishing Scams And CRA Impersonation Fraud In Canada: What Taxpayers Need To Know About Identity Theft And Tax Fraud

Taxation Of Shareholders: The Basic Deemed-Dividend Tax Rules

CRA Shareholder Loan Rules In Canada: Subsection 15(2), Repayment Deadlines, And CRA Audit Risks

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

Approved: $8.7M CRA Data Breach Settlement – How Affected Canadians Can Claim $80, $200, And Up To $5,000 For Verified Claims

When The CRA Backs Out Of A Deal: Yes, You Can Enforce A Tax Settlement—Lessons From Zhang v. The King (2026 TCC 71)

The Complete Arbitrage Betting Canada Tax Guide: Canadian Tax Implications For Prediction Market And Arbitrage Profits (Updated June 2026)

Crypto Estate Planning In Canada: CRA Tax Treatment On Death, Wills And Inheritance

When Does Real Property Become Inventory: Capital Gains vs. Business Income In 555 Avenue Inc. v. The King

Deducting Cross-Border Feasibility Study Costs: Lessons From ExxonMobil Canada Resources Company v. The King, 2026 TCC 42

When CRA Denies Business Losses: How To Respond, Protect Your Tax Deductions, And Win Your Tax Dispute

CRA Denied Your Business Loss After A Tax Audit? What To Do Immediately To Challenge The Reassessment

CRA Delays Under Formal Investigation: Limited Remedies For Taxpayers Facing Administrative Backlogs

How To Ensure You're Compliant With The Spot Rate Requirement Under Section 261(1) Of The Income Tax Act

Cross-Border Businesses: CRA vs IRS Tax Authority Size, Efficiency, And Tax Enforcement

Can The CRA Trace Cryptocurrency? How Blockchain Analytics And AI Are Used In Canadian Crypto Tax Audits

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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