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Toronto Corporate Tax Lawyer

How It Works

Three simple steps to working with our Toronto business lawyers.

1
Step One

Initial Call

One of our intake specialists will call to get your information.

2
Step Two

Consultation Call

One of our experienced lawyers will follow up and explain our proposal and briefly answer any questions.

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Step Three

Sign Retainer

Once the retainer is signed we will get to work on solving your problems.

Corporate tax in Canada is not a static compliance exercise: it is an active area of legal strategy where the decisions your business makes today determine how much of your earnings you keep tomorrow. At Hadri Law, our Toronto corporate tax lawyer, Martina Caunedo, brings 12+ years of international tax experience and a dedicated focus on strategic tax planning, CRA dispute resolution, and tax-efficient corporate restructuring for businesses across the GTA, from our offices at First Canadian Place in the heart of Toronto's financial district.

Call (437) 974-2374 for a free consultation | English, French, Spanish, Catalan


Corporate Tax Planning for Toronto Businesses

Effective tax planning is how businesses build long-term wealth. While your accountant handles compliance and filings, a corporate tax lawyer structures transactions, business relationships, and corporate arrangements to minimize the tax you owe, legally, proactively, and in line with the full scope of Canadian tax law.

CCPC Status and the Small Business Deduction

For many Toronto-area businesses, qualifying as a Canadian-controlled private corporation (CCPC) is one of the most valuable tax positions available. Under section 125 of the Income Tax Act (RSC 1985, c. 1 (5th Supp.)), CCPCs are entitled to the small business deduction on the first $500,000 of active business income each year. The result: a combined federal and Ontario corporate tax rate of approximately 12.2%, compared to the general rate that applies to income outside that threshold.

Ontario's small business corporate income tax rate currently sits at 3.2%, and the provincial government has announced a further reduction to 2.2%, effective July 1, 2026. Confirming and maintaining your CCPC status (and protecting your entitlement to the small business deduction) is not automatic. Passive investment income, associated corporations, and certain shareholder arrangements can all erode or eliminate it.

Owner-Manager Tax Strategies

For business owners who both own and operate their corporation, the most consequential tax decisions often involve how you draw income from the company. Salary reduces corporate income and creates RRSP room; dividends are taxed at preferential personal rates for eligible dividends but don't generate RRSP room. The optimal mix depends on your specific situation, your spouse's income, your retirement timeline, and what the corporation earns.

Holding company structures offer a parallel layer of planning. When your operating company (Opco) pays dividends to a holding company (Holdco), those inter-corporate dividends are generally received on a tax-deferred basis under section 112 of the Income Tax Act, allowing your business to defer personal tax on profits you're not yet spending and protect accumulated wealth from operating risk.

Where families are involved, income-splitting through spousal trusts or family members employed in the business can distribute income across lower brackets, within the rules established under the Tax on Split Income (TOSI) regime, which Martina is experienced in navigating for medium-sized family businesses.

Lifetime Capital Gains Exemption Planning

For shareholders of qualifying small business corporations, the Lifetime Capital Gains Exemption (LCGE) represents one of the most significant tax planning opportunities available. When structured correctly, the sale of qualifying shares can be shielded from capital gains tax up to the exemption limit, a figure that the federal government increased to $1,250,000 in 2024. Purification planning (restructuring the corporation to meet the asset tests for LCGE eligibility before a sale) is a service we provide regularly for Toronto and GTA business owners approaching exit.


Corporate Reorganizations and Tax-Efficient Restructuring

When a business grows, takes on new partners, prepares for succession, or approaches a sale, its legal and corporate structure often needs to evolve. Done correctly, a corporate reorganization can accomplish significant structural goals without triggering unnecessary tax. Done incorrectly, the same changes can create immediate and substantial tax liabilities.

Martina Caunedo and our broader team (which includes Nicholas Dempsey's experience on 90+ asset and share sale transactions) advise on the full range of tax-driven reorganizations used by privately-held companies across Toronto, Mississauga, Oakville, and Hamilton.

Section 85 Rollover Elections

Under section 85 of the Income Tax Act, a taxpayer can transfer eligible property (including capital property, shares, and eligible capital property) to a Canadian corporation at an "agreed amount" set by joint election, deferring the capital gain that would otherwise be recognized on the transfer. This is one of the most commonly used tax planning tools in corporate practice and is foundational to many holding company setups, business incorporations, and estate plans.

Section 86 Share Exchanges and Amalgamations

Section 86 allows shareholders to exchange existing shares for new shares of a different class without triggering immediate tax, a tool used in share reorganizations, estate freezes, and recapitalizations. Amalgamations, governed by either the Canada Business Corporations Act (CBCA) or the Ontario Business Corporations Act (OBCA), allow two or more corporations to merge into a single entity, often for operational simplicity or to consolidate losses with income.

Butterfly Transactions and Estate Freezes

A butterfly transaction allows corporate assets to be divided between shareholders (separating investment assets from operating assets, for example) without triggering a deemed dividend or capital gain. Estate freezes are foundational to succession planning: the business owner "freezes" the current value of their shares (typically by converting to fixed-value preference shares) while transferring future growth to the next generation or a family trust. Both strategies are highly technical and require careful implementation to satisfy the conditions in the Income Tax Act.

If you are approaching a business sale, bringing in a new partner, planning your succession, or simply restructuring after years of organic growth, we recommend a tax review before any steps are taken. Retroactive tax planning is always more costly than proactive planning.


CRA Audit Defence for Toronto Corporations

The Canada Revenue Agency has significantly expanded its audit capacity and enforcement powers in recent years. The federal government has stated that CRA is missing more than $20 billion per year in tax revenue, and the August 2025 draft legislation marks one of the most expansive increases in CRA audit powers in decades. If your corporation is selected for audit, or if you are already managing a reassessment, having legal counsel from the outset is not optional. It is strategically important.

Martina Caunedo represents corporate clients at every stage of the CRA dispute process, from audit response through objection, appeal, and Tax Court of Canada proceedings.

Types of CRA Corporate Audits

The CRA conducts several types of corporate audits:

  • Desk audits: a review of specific line items in your T2 return, typically resolved through document submissions
  • Field audits: a CRA auditor attends your place of business or your accountant's office to review books and records directly
  • Net worth assessments: used when CRA believes reported income is inconsistent with observed lifestyle or business assets
  • Transfer pricing audits: targeted at businesses with related-party transactions across borders, examining whether prices reflect the arm's length standard under section 247 of the Income Tax Act

The Audit and Objection Timeline

Understanding the timeline protects your rights:

  1. CRA contact: usually by phone and letter confirming the audit scope
  2. Information requests: CRA will request documents; responses should be carefully managed
  3. Proposal letter: the auditor sets out proposed adjustments; you typically have 30 days to respond with submissions
  4. Notice of Reassessment: CRA issues a formal reassessment
  5. Notice of Objection: you have 90 days from the date the Notice of Reassessment is sent to file a Notice of Objection with CRA's Appeals Division
  6. Appeals review: the Appeals Division conducts an independent review of the file
  7. Tax Court of Canada: if the objection is not resolved, you may appeal to the Tax Court of Canada (Toronto registry at 180 Queen Street West)

Missing the 90-day deadline for filing a Notice of Objection can forfeit your right to dispute a reassessment. Do not wait.

Notice of Non-Compliance, New CRA Powers

Under rules introduced in the 2024 federal budget, CRA can now issue a Notice of Non-Compliance if a taxpayer fails to cooperate with an audit request. The fine is $50 per day, up to a maximum of $25,000, and CRA can also suspend the reassessment limitation period, effectively extending how long they can audit you until compliance is achieved. Legal counsel engaged early can help prevent a routine audit from escalating to this stage.

Voluntary Disclosure Program (VDP)

If your corporation has unfiled returns, unreported income, or errors in previously filed returns, the CRA's Voluntary Disclosure Program allows you to come forward proactively, often with reduced or waived penalties and interest. Timing is critical: VDP relief is only available before CRA contacts you. We counsel clients on whether voluntary disclosure is appropriate for their situation and manage the submission process.


Transfer Pricing and International Tax

Toronto is Canada's primary hub for international business, and the firms operating here (from mid-market private companies to foreign-owned subsidiaries) often face tax obligations that span multiple jurisdictions. Our firm's international orientation is not incidental: Nassira El Hadri is a member of the Spain-Canada Chamber of Commerce, and our team conducts business in English, French, Spanish, and Catalan, your bridge to the North American, European, and African markets.

Transfer Pricing Rules (ITA s. 247)

When a Canadian corporation transacts with a related foreign entity (a parent company, subsidiary, or affiliated business), those transactions must be priced as if the parties were unrelated (the "arm's length principle") under section 247 of the Income Tax Act. This applies to sales of goods, services, royalties, loans, and any other cross-border arrangement between related parties.

CRA transfer pricing audits are among the most intensive the agency conducts. Contemporaneous documentation (records prepared at the time of the transaction supporting the pricing methodology) is the primary defence. We assist corporations in establishing and maintaining transfer pricing policies and documentation, and in responding to CRA challenges.

Foreign Affiliates and FAPI

If a Canadian corporation and its related persons together own 10% or more of a foreign corporation, that foreign entity may qualify as a "foreign affiliate" under the Income Tax Act (s. 95(1)). If the Canadian corporation also controls the foreign affiliate (a "controlled foreign affiliate"), certain types of income (Foreign Accrual Property Income (FAPI), generally passive or non-active income) are taxed in Canada as earned, whether or not distributed to Canada. Misclassifying FAPI can lead to significant back-assessments and penalties.

Thin Capitalization

Where a Canadian corporation borrows from non-resident shareholders or related non-residents, the thin capitalization rules under the Income Tax Act (ss. 18(4)–18(8)) limit interest deductions when the ratio of such debt to equity exceeds 1.5:1. Excess interest is denied as a deduction and may also be treated as a deemed dividend subject to withholding tax. Modelling the appropriate debt structure before transactions close is always preferable to unwinding an unfavourable one.

GST/HST Compliance

Ontario's HST rate is 13% (comprising the 5% federal GST and 8% Ontario provincial component). Every corporation that earns more than $30,000 in taxable supplies in a calendar year is required to register for GST/HST, a threshold that growing businesses often cross without realizing the registration obligation has triggered. Input tax credits (ITCs) allow corporations to recover the GST/HST they pay on business inputs, but ITC claims are a common audit trigger and require accurate record-keeping. We advise on GST/HST registration, ITC entitlement, and CRA GST/HST audit response.


Working With Hadri Law's Corporate Tax Practice

Most Toronto business owners who call us for the first time are managing one of three situations: they want to reduce their tax burden before it becomes a problem, they are planning a transaction or succession and need tax-efficient structuring, or they have received a CRA letter and need help now. We handle all three, and we handle them directly.

When you work with Hadri Law, you work with Martina Caunedo, a Tax Lawyer admitted to the Law Society of Ontario (2024) with 12+ years of international tax experience, an LLM in Canadian Common Law from Osgoode Hall Law School, and post-graduate studies in taxation from Universidad de Buenos Aires. Martina focuses specifically on tax strategies for medium-sized businesses, taxpayer advocacy during CRA audits and objections, and Tax Court appeals. Your file is not delegated to a junior associate.

The integration of Martina's tax expertise with Nicholas Dempsey's corporate and M&A experience (across more than 90 asset and share sale transactions), meaning that when tax issues arise in the context of a business sale, acquisition, or reorganization, we address them as part of a coherent legal strategy rather than as an afterthought. For businesses with cross-border operations, our multilingual capability (English, French, Spanish, Catalan) means we communicate directly with parties across North America, Europe, and Africa without translation delays or risk.

Our offices at First Canadian Place, Suite 5700, sit in the heart of Toronto's financial district. We serve corporate clients across the GTA, including Mississauga, Vaughan, Markham, Burlington, Hamilton, Oakville, and Kitchener, as well as clients across Ontario with cross-border tax needs.

Call (437) 974-2374 for a free consultation.


Frequently Asked Questions About Corporate Tax Law in Toronto

What is the difference between a tax lawyer and an accountant for my corporation?

A tax lawyer provides legal advice protected by solicitor-client privilege, can represent your corporation in Tax Court, and structures transactions to minimize tax. An accountant prepares and files returns and manages compliance. When a CRA audit or reassessment arises, a tax lawyer's involvement is often necessary. Solicitor-client privilege, which an accountant cannot provide, protects communications that matter most in a dispute.

How do I know if my corporation qualifies for the small business deduction?

Your corporation must qualify as a Canadian-controlled private corporation (CCPC) and earn active business income in Canada. The deduction applies to the first $500,000 of qualifying income but phases out when adjusted aggregate investment income exceeds $50,000, and is eliminated at $150,000. Associations with other corporations also reduce the limit; a corporate structure review often confirms entitlement.

What triggers a CRA audit on a corporation?

Common triggers include large or unusual deductions relative to industry norms, significant income swings between years, high expense-to-revenue ratios, undocumented related-party transactions, and repeated late filings. Corporations in higher-risk industries (real estate, construction, professional services) also face elevated audit rates. Contemporaneous documentation and clean records are the best preventive measures.

Can I transfer my business assets to a corporation without paying tax?

Yes, using a section 85 rollover election under the Income Tax Act. You and the corporation jointly elect to transfer eligible property at an "agreed amount," deferring the capital gain you would otherwise realize. The election must be filed on time and satisfy specific statutory conditions. Legal and accounting advice before the transfer is important to a valid election.

What is a corporate estate freeze and when should I consider one?

An estate freeze exchanges your common shares for fixed-value preference shares, capping your personal capital gain at today's value. New common shares representing future growth are issued to family members or a trust. Consider one when the business has meaningful value and you want to transfer future appreciation to successors. Timing depends on valuation, succession goals, and your personal tax position.

How long does a CRA corporate tax audit take?

A desk audit may resolve in a few months. A full field audit (especially involving transfer pricing, complex transactions, or multiple years) can take 18 months to three or more years through final resolution or Tax Court appeal. The Notice of Non-Compliance regime introduced in Budget 2024 allows CRA to pause limitation periods, making early legal counsel even more important.

Do I need a tax lawyer or can my accountant handle a CRA audit?

An accountant can gather documents and respond to information requests, but communications with your accountant are not protected by solicitor-client privilege. If CRA later uses those communications against your position, there is no legal protection. A tax lawyer's advice and audit strategy are privileged. For significant assessments, disputed transactions, or potential penalties, legal representation is strongly recommended.

What GTA cities does Hadri Law's corporate tax practice serve?

Our Toronto office at First Canadian Place serves corporate clients across the Greater Toronto Area, including Mississauga, Oakville, Burlington, Hamilton, Kitchener, Niagara, Vaughan, and Markham. We work with businesses at every stage, from startups structuring for the first time to established mid-market companies planning exits, reorganizations, or succession.


Sources & Official Resources

Federal Statutes Cited

  1. Income Tax Act, RSC 1985, c. 1 (5th Supp.), s. 85, Rollover Elections
  2. Income Tax Act, RSC 1985, c. 1 (5th Supp.), s. 95(1), Foreign Affiliate Definition
  3. Income Tax Act, RSC 1985, c. 1 (5th Supp.), s. 112, Deduction of Inter-Corporate Dividends
  4. Income Tax Act, RSC 1985, c. 1 (5th Supp.), s. 125, Small Business Deduction
  5. Income Tax Act, RSC 1985, c. 1 (5th Supp.), s. 247, Transfer Pricing

CRA Guidance

  1. Small Business Deduction, Passive Income Phase-Out Rules
  2. When to Register for and Start Charging the GST/HST
  3. Resolving Your Dispute: Objection Rights Under the Income Tax Act (P148)
  4. Capital Gains, Lifetime Capital Gains Exemption (Line 25400)

Ontario Corporate Tax

  1. Ontario Corporate Income Tax Rates
  2. Ontario Small Business Deduction

Tax Court of Canada

  1. Tax Court of Canada, Toronto Registry

Contact a Toronto Corporate Tax Lawyer Today

If your business needs strategic tax planning, CRA audit defence, or tax-efficient restructuring in Toronto or the GTA, Hadri Law offers big-firm calibre with the direct partner access only a boutique can provide. Martina Caunedo and our broader team serve clients in English, French, Spanish, and Catalan, making us uniquely positioned for cross-border transactions and international business structures.

Call (437) 974-2374 for a free consultation.

First Canadian Place, 100 King Street West, Suite 5700, Toronto, ON M5X 1C7

This content provides general information and is not legal advice. Every situation is different. Contact a lawyer to discuss your specific circumstances.

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