Tax Dispute Inflection Points

 Where tax dispute trajectories are set. 

Executive Summary Companies that grow through leveraged acquisitions, refinancing strategies, or complex financing structures eventually encounter the same sequence: CRA audit, reassessment, and dispu...

The Post-Reassessment Decision Window in a CRA Dispute

In large-corporation CRA disputes, management must make consequential decisions immediately after reassessment while information remains incomplete and positions unsettled. This does not reflect a fai...

The Early Decision Window in a CRA Dispute | Management decisions made under unresolved conditions become the reference point

In large-corporation CRA disputes, the period immediately following reassessment is defined by unresolved conditions. Information is incomplete. Interpretations remain unsettled. Exposure cannot yet b...

Management’s First Explanation in a CRA Dispute

A CRA dispute begins when CRA issues its reassessment. Management’s first test begins when it explains it to directors, shareholders, lenders, investors, or partners. The structure varies. The dynamic...

Counter Sphere 1 Image, with “CRA Reassessments Behave Like Capital Events” title text, Counter Tax Litigators LLP: strategic leadership in complex CRA disputes.

Key Takeaways CRA’s incentive design produces earlier, larger, and more persistent reassessments. The Large Corporation Rules convert those assertions into temporary capital constraints. For executive...

Background Pattern 2 with Strategy Insights text - CRA's Objection Process: Full Engagement vs. Strategic Disengagement, unique expertise in overturning CRA reassessments by Counter Tax Litigators LLP.

When CRA issues a Notice of Reassessment (NoR), taxpayers who contest it face a structural choice: remain in CRA’s self-adjudication stage at objection, or transition to the Tax Court’s independent ov...

Background Pattern 2 with 'Strategy Insights' text - expert tax planning and dispute readiness for high-stakes crypto exits by Counter Tax Litigators LLP.

Cryptocurrencies have redefined wealth creation but also bring unprecedented challenges for tax planning and compliance. As cryptocurrency values soar and governments worldwide heighten scrutiny, Cana...

Background Pattern 2 with Caselaw Insights text - Hidden Tax Risks in Corporate Life Insurance, strategic tax dispute navigation with deep legal expertise by Counter Tax Litigators LLP.

Executive Summary A recent ruling by the Federal Court of Appeal in Gestion M.-A. Roy Inc. v Canada, 2024 CAF 16, underscores a growing risk in corporate tax planning: life insurance premiums paid by ...

Tax Dispute Insights - Tips for Accountants Navigating Audits: Part 3, strategic tax dispute navigation with deep legal expertise by Counter Tax Litigators LLP.

Resolving Tax Disputes (3rd edition) studies tax disputes, conflict levels, and basic strategies. It helps accountants to limit early-stage mistakes and reduce liability. One of the chapters in RTD3 i...

Tax Dispute Insights - Tips for Accountants Navigating Audits: Part 2, strategic tax dispute navigation with deep legal expertise by Counter Tax Litigators LLP.

Resolving Tax Disputes (3rd edition) studies tax disputes, conflict levels, and basic strategies. It helps accountants to limit early-stage mistakes and reduce liability. One of the chapters in RTD3 i...

Tax Dispute Insights - Tips for Accountants Navigating Audits: Part 1, strategic tax dispute navigation with deep legal expertise by Counter Tax Litigators LLP.

Resolving Tax Disputes (3rd edition) studies tax disputes, conflict levels, and basic strategies. It helps accountants to limit early-stage mistakes and reduce liability. One of the chapters in RTD3 i...

Tax Dispute Insights - Limits on CRA Auditors' Powers, strategic tax dispute navigation with deep legal expertise by Counter Tax Litigators LLP.

Resolving Tax Disputes (3rd edition) studies tax disputes, conflict levels, and basic strategies. It helps accountants to limit early-stage mistakes and reduce liability. One of the chapters in RTD3 i...

Tax Dispute Insights - CRA Auditors’ Powers to Obtain Information, strategic tax dispute navigation with deep legal expertise by Counter Tax Litigators LLP.

Resolving Tax Disputes (3rd edition) studies tax disputes, conflict levels, and basic strategies. It helps accountants to limit early-stage mistakes and reduce liability. One of the chapters in RTD3 i...

Tax Dispute Insights - Judicial Review in Tax Controversy, unique expertise in overturning CRA reassessments by Counter Tax Litigators LLP.

*Thomson Reuters regards the authors as individuals with expertise in tax and litigation. Thomson Reuters has published five Practical Insight chapters on different tax controversy topics, which Count...

Corporate Tax Residency Tips & Traps, gain an edge in your tax dispute with Counter Tax Litigators LLP.

*Thompson Reuters considers the authors “leading tax experts and litigators”. The authors agreed to grant TR partial rights to this work. This article first appeared in TR’s, Practical Insights in May...

The Leafs and the CRA are losers in the Tax Court, advanced systems and strategic dispute resolution from Counter Tax Litigators LLP.

Advocate Daily originally published, “Passion, talent not enough to prove business activities”, in July 2015. A recent Tax Court of Canada decision that questioned whether a hockey blog is a business ...

The Canada Revenue Agency fishes up a boot, advanced systems and strategic dispute resolution from Counter Tax Litigators LLP.

In Tax Court of Canada appeals, the pleadings are the most important documents that the parties file. The Appellant (taxpayer) is required to file a Notice of Appeal, and the Respondent Minister of Na...

FCA decision in Kern bolsters Sommerer decision, advanced systems and strategic dispute resolution from Counter Tax Litigators LLP.

The Federal Court of Appeal has recently made it clear that the decision in Canada v. Sommerer [2012] FCA 207 is correct and subsection 75(2) of the Income Tax Act does not apply to property sold for ...

Tax Court decision reminds CRA of litigation cost, unique expertise in overturning CRA reassessments by Counter Tax Litigators LLP.

A significant costs award and even-handed analysis provided by the Tax Court of Canada in a recent case will serve to remind the government that tax litigation carries financial consequences, Toronto ...

Decision reining in taxman’s penalties cheered, protect the value you’ve created with premier tax litigators, Counter Tax Litigators LLP.

In a potentially precedent-setting case, the Tax Court of Canada has determined that the often “harsh” penalties imposed on taxpayers who misreport income in two out of four years cannot be imposed if...

Decision clarifies use of Trust Attribution Rule, protect the value you’ve created with premier tax litigators, Counter Tax Litigators LLP.

The Tax Court of Canada in October last year released its reasons for judgment in Brent Kern Family Trust v. Canada [2013] T.C.J. No. 286. The case was the TCC’s first opportunity to review and apply ...

Tax Court should go further when awarding costs, protect the value you’ve created with premier tax litigators, Counter Tax Litigators LLP.

Advocate Daily initially originally published, "Tax court should go further when awarding costs”, in March 2014. Although a recent Tax Court of Canada decision shows a continued trend towards higher c...

New CRA tools may mean more tax haven proceedings, advanced systems and strategic dispute resolution from Counter Tax Litigators LLP.

Advocate Daily originally published “New CRA tools may mean more tax haven proceedings” in December 2013. Although the Canada Revenue Agency has reportedly struggled to deal with the number of cases i...

No reprisals allowed in expanded rights bill, advanced systems and strategic dispute resolution from Counter Tax Litigators LLP.

Eighteen new words have been added to the Taxpayer Bill of Rights, and Canada’s Taxpayers’ Ombudsman Paul Dube is hoping they will convince hundreds and perhaps even thousands more individuals and bus...

Settlement offers and qualifying for cost awards, advanced systems and strategic dispute resolution from Counter Tax Litigators LLP.

In cases heard under the TCC’s general procedure (as opposed to the informal procedure), the winning party may receive more than the amount of taxes in dispute plus interest—that is, the court may awa...

Court reins in CRA on third-party penalties, advanced systems and strategic dispute resolution from Counter Tax Litigators LLP.

In its first decision on third party penalties, the Tax Court of Canada has curtailed the power of the Canada Revenue Agency; as expected, the CRA has already decided to appeal.

SR&ED and CRA notices of objection, advanced systems and strategic dispute resolution from Counter Tax Litigators LLP.

We have experience representing SR&ED claimants at the objection and appeal stages. At times, we have questioned the CRA’s level of service and processes surrounding SR&ED objections. Today, the CRA p...

Tax advisors and accountants third-party penalties, unique expertise in overturning CRA reassessments by Counter Tax Litigators LLP.

Prior to 1999, the Minister of National Revenue and Canada Revenue Agency (hereinafter jointly referred to as the “CRA”) had two legislative tools to severely punish taxpayers, advisors, planners, pro...

Tax Court proposals, unique expertise in overturning CRA reassessments by Counter Tax Litigators LLP.

We have written several postings related to the proposed changes in the Tax Court Act and Tax Court Rules. To review, the proposed changes seek to increase the Tax Court Informal Procedure Limits (i.e...

Tax Dispute Insights - Canada Revenue Agency tax dispute statistics, strategic tax dispute navigation with deep legal expertise by Counter Tax Litigators LLP.

The Canada Revenue Agency Appeals Branch provided our firm with the following statistics related to the number of tax dispute and tax litigation files along with the rates of settlement, withdrawal an...

Canada Revenue Agency “detax” update, clarity and superior tax dispute results provided by Counter Tax Litigators LLP.

In or about 1995, the “detax” or “untax” movement has been moving through Canada. Since that time, detax organizations have been gaining profit holding seminars that spread the detax philosophy. Gener...

Tax court proposals get mixed reception, clarity and superior tax dispute results provided by Counter Tax Litigators LLP.

Tucked in with the promise of prosperity, job creation, and fiscal restraint in the federal government’s recent budget was another commitment: to move forward with changes aimed at improving caseload ...

The Tax Court and expanded jurisdiction, advanced systems and strategic dispute resolution from Counter Tax Litigators LLP.

The Tax Court’s Bench and Bar Committee and the Canadian Bar Association’s Tax and Charities sections have sponsored a new resolution proposing that the Canadian Bar Association renew its efforts to p...

Dealing with the CRA?, unique expertise in overturning CRA reassessments by Counter Tax Litigators LLP.

Notices of reassessments issued by the Canada Revenue Agency (CRA) can have serious financial implications for small businesses. In 2009 and 2010, the CRA audited approximately 380,000 small and mediu...

CRA targeting restaurants, strategic tax dispute navigation with deep legal expertise by Counter Tax Litigators LLP.

The Globe and Mail published an informative article on August 2, 2011 explaining the CRA’s new audit program that targets restaurants using software designed to suppress restaurant sales i.e., zapper ...

Conjecture and the Voluntary Disclosure Program, strategic tax dispute navigation with deep legal expertise by Counter Tax Litigators LLP.

The Canada Revenue Agency’s Voluntary Disclosure Program (the ‘‘Program’’) encourages taxpayers to voluntarily disclose unreported income. As set out in Information Circular IC00-1R2, a taxpayer who v...

CRA’s Related Party Initiative, protect the value you’ve created with premier tax litigators, Counter Tax Litigators LLP.

Yesterday’s Ontario Bar Association Tax Law Section Conference was a great opportunity for our firm to discuss the Canada Revenue Agency’s (“CRA”) new Related Party Initiative (“RPI”), which targets h...

CRA’s Related Party Initiative, protect the value you’ve created with premier tax litigators, Counter Tax Litigators LLP.

The Canada Revenue Agency (“CRA”) is launching a new project named the Related Parties Initiative (“RPI”) aimed at wealthy individuals and related entities. The CRA intends to initiate the RPI audits ...

Couple’s battle ends on high note, protect the value you’ve created with premier tax litigators, Counter Tax Litigators LLP.

Stephen Kaegi and his wife, Elise Dallaire, learned the hard way that music, love and taxes don't always mix well. The Ontario couple have spent two years trying to persuade federal tax officials that...