CRA Is Auditing Critical Illness Insurance Tax Schemes
On December 4, 2025, the Canada Revenue Agency issued a formal warning about financial arrangements involving critical illness insurance that, in the CRA’s view, are designed to avoid tax. The CRA stated that it actively investigates these arrangements and will reassess participants to deny the tax benefits they claimed – with monetary penalties, fines, and potential imprisonment on the table for promoters and participants alike.
If you are an incorporated professional or business owner who purchased a critical illness insurance policy through your corporation – particularly one involving a loan, an offshore insurer, or a promoter who pitched “tax-free” withdrawals – this warning applies directly to you. We expect a wave of audits, reassessments, and objections arising from these arrangements over the next several years. This article explains what the CRA is targeting, what the consequences look like, and what your options are – including a possible limited window to correct your affairs through the Voluntary Disclosures Program before an audit closes that door.
What Did the CRA Announce?
The CRA’s December 2025 tax alert targets a specific structure. According to the CRA, the arrangement typically works as follows:
- A shareholder borrows money from a third-party lender connected to the promoter group, usually on a limited recourse basis – meaning that if the loan is not repaid, the lender can only look to specific collateral (typically the insurance policy itself) rather than the borrower’s other assets.
- The shareholder transfers the borrowed funds to their corporation.
- The corporation uses the money to purchase a critical illness insurance policy, often from an offshore insurer.
- The corporation records the transfer from the shareholder as a loan payable, which allows the shareholder to withdraw corporate funds “tax-free” as purported loan repayments.
- The security arrangements effectively cancel the shareholder’s obligation to repay the original loan, completing a circular flow of funds.
The net effect: retained earnings leave the corporation and land in the shareholder’s hands without being reported as a taxable dividend, salary, or shareholder benefit.
The CRA’s core position is that these arrangements only appear to be legitimate insurance transactions. In the CRA’s view, the products involved frequently fail to qualify as genuine insurance and exist only to support the tax outcome. This is not the CRA’s first warning in this area – in 2020, the agency published similar alerts about offshore disability insurance plan schemes and offshore leveraged insured annuity schemes, which used comparable limited-recourse loan structures.
Is All Corporate Critical Illness Insurance Planning Offside?
No – and this distinction matters enormously.
A corporation buying critical illness coverage on a key shareholder or employee, paying premiums from corporate funds, with no side loan structure and no offshore promoter, is generally ordinary risk management. If the insured person suffers a covered illness, the corporation receives a benefit that helps it absorb the financial shock of losing a key person. Nothing in the CRA’s warning suggests that this kind of planning is problematic.
Separately, domestic “shared ownership” or “split dollar” critical illness arrangements – where a corporation pays for the base coverage and the individual pays for a return-of-premium rider – are not the target of this alert, but they occupy a long-standing grey zone of their own.
The alert is aimed at something different: structures whose defining features are a limited recourse loan, an offshore insurer, a promoter-connected lender, and a circular flow of funds whose real purpose is extracting corporate cash rather than buying insurance protection. If your arrangement has one or more of these features, you should speak with a tax lawyer promptly.
What Can the CRA Do If You Participated?
The CRA has a deep toolkit for attacking these arrangements, and the financial consequences compound quickly.
Reassessment to deny the tax benefits. The CRA can reassess to include the extracted funds in the shareholder’s income, for example, as a shareholder benefit under subsection 15(1) of the Income Tax Act (Canada), and to deny any deductions the corporation claimed. Where the CRA alleges that a misrepresentation was attributable to neglect, carelessness, wilful default, or fraud, it can reassess beyond the normal reassessment period, reaching back into years that would otherwise be statute-barred.
Gross negligence penalties. Under subsection 163(2) of the Income Tax Act (Canada), the CRA can impose a penalty equal to 50% of the understated tax, on top of the tax itself and arrears interest that compounds daily.
The general anti-avoidance rule (GAAR). For transactions occurring on or after January 1, 2024, the GAAR was significantly broadened – it now applies where obtaining a tax benefit was one of the main purposes of a transaction, includes an economic substance test, and carries a three-year extension of the reassessment period unless the transaction was disclosed to the CRA. For transactions occurring on or after June 20, 2024, a successful GAAR reassessment generally attracts a penalty of 25% of the additional tax (reduced by any gross negligence penalties).
Mandatory disclosure rules. Since June 2023, the reportable transaction rules in section 237.3 of the Income Tax Act require disclosure of avoidance transactions bearing even one of three hallmarks: contingent fees, confidential protection, or contractual protection. Promoter-driven arrangements with limited recourse financing frequently engage these hallmarks. Failing to report carries its own penalties and can leave the reassessment clock running indefinitely.
Third-party penalties and criminal exposure. Promoters and advisors face civil third-party penalties under section 163.2 of the Income Tax Act (Canada). In the most serious cases, tax evasion charges under section 239 carry fines of 50% to 200% of the tax evaded and up to two years’ imprisonment on summary conviction – and, if the Crown proceeds by indictment, fines of 100% to 200% of the tax evaded and imprisonment for up to five years.
The Voluntary Disclosures Program: A Window That Is Closing
For many participants, the most important strategic question right now is whether to make a voluntary disclosure before the CRA comes calling.
The Voluntary Disclosures Program (VDP) was overhauled effective October 1, 2025, under Information Circular IC00-1R7, and the new rules are considerably more generous than the old regime:
- Unprompted applications: where the taxpayer who comes forward before any CRA communication about the specific compliance issue – are generally eligible for 100% penalty relief and 75% interest relief, plus protection from criminal referral on the disclosed matters.
- Prompted applications: made after the CRA has communicated about an identified compliance issue, or after the CRA has already received information from third-party sources about the taxpayer’s potential non-compliance – are still eligible, but relief drops to up to 100% penalty relief and only 25% interest relief.
- Once an audit or investigation has been initiated against the taxpayer (or a related taxpayer) on the issue, the VDP is no longer available.
Here is why timing is critical in the critical illness insurance context: when the CRA dismantles a promoted scheme, it typically obtains the promoter’s records – including client lists. Once the CRA has third-party information identifying you as a participant, your disclosure may be treated as “prompted” at best, cutting your interest relief from 75% to 25%. Once your audit begins, the VDP door closes entirely.
Already Being Audited or Reassessed?
If the CRA has already opened an audit into your critical illness insurance arrangement, the VDP is off the table for that issue – but you are far from out of options.
Do not respond to CRA audit queries about a promoted scheme without advice. Audit responses shape the entire dispute, and statements made casually at the audit stage can undermine defences later. Participants in promoted schemes often have genuine arguments on the merits, on penalties (particularly where they reasonably relied on professional advisors), and on the CRA’s ability to open statute-barred years.
If you receive a notice of reassessment, you generally have 90 days to file a notice of objection. If the objection is unsuccessful, the dispute can be appealed to the Tax Court of Canada. Engaging a tax litigation lawyer early – ideally at the audit stage – preserves the widest range of options.
One further point that matters in scheme cases: communications with a lawyer are protected by solicitor-client privilege. Communications with accountants and other advisors generally are not, and can be compelled by the CRA. When the subject matter is a promoted arrangement that the CRA has publicly labelled an aggressive tax scheme, privilege is not a technicality – it is a core part of protecting your position.
Frequently Asked Questions
I bought corporate-owned critical illness insurance from a major Canadian insurer with no loans involved. Should I be worried? Based on the CRA’s warning, the target is structures combining limited recourse loans, offshore insurers, and circular funds flows – not conventional corporate-owned coverage.
The promoter told me the structure was reviewed by tax professionals. Doesn’t that protect me? Not from reassessment. Promoter assurances do not bind the CRA. Reliance on advice may be relevant to resisting gross negligence penalties, but the tax and interest generally remain exigible if the CRA’s position is upheld.
How long does the CRA have to reassess me? The normal reassessment period is generally three years from the initial assessment for individuals and Canadian-controlled private corporations. However, where the CRA alleges misrepresentation attributable to neglect, carelessness, wilful default, or fraud, it can reassess at any time. GAAR reassessments for post-2023 transactions also benefit from a three-year extension where the transaction was not disclosed.
Can I still use the VDP if the CRA has written to me about the scheme? Possibly. Under the rules in effect since October 1, 2025, a CRA letter identifying a specific compliance issue generally makes your application “prompted” – still eligible, but with reduced interest relief. (A general education letter, by contrast, does not by itself prompt an application.) Once an audit or investigation has begun on the issue, the VDP is unavailable. This is a fact-specific determination and is worth assessing quickly with counsel.
Speak With a Toronto Tax Lawyer
Taxpayer Law Professional Corporation practises exclusively in tax disputes with the CRA – audits, objections, appeals to the Tax Court of Canada, voluntary disclosures, and taxpayer relief. If you participated in a critical illness insurance arrangement with any of the features described above, or if the CRA has already contacted you, we can assess your exposure and outline your options.




