Owning a business presents opportunities and challenges for tax, retirement and estate planning. This article is the first in a four-part series intended to highlight key strategies to consider at different stages of your business. Part 1 introduces some tax planning strategies to consider when you're operating your business as a going concern.

October 14, 2025
Owning a business presents opportunities and challenges for tax, retirement and estate planning. On one hand, keeping your business structure simple makes things less complex and less costly to operate. On the other hand, a more complex structure may allow you to better minimize your tax liabilities on an ongoing basis and allow you to minimize the taxes payable in the future if you eventually sell your business to a third party.
This article is the first in a four-part series intended to highlight key strategies to consider at different stages of your business. It isn't exhaustive, but it may help you gain a deeper understanding of some strategies you're already using or that might be suggested to you. Part 1 introduces some tax planning strategies to consider when you're operating your business as a going concern. It assumes you have no immediate plans to sell but that you may consider selling in the future.
The other articles in the series are:
- Part 2: Planning the sale of your business
- Part 3: Year of sale of your business
- Part 4: Year after the sale of your business
In this article, the terms "corporation" and "company" are used interchangeably to refer to a Canadian-controlled private corporation (CCPC). In simple terms, a CCPC is a private Canadian corporation that's not controlled by a non-resident of Canada, a public corporation or a combination; in addition, no class of shares of the corporation is listed on a designated stock exchange. This four-part series does not apply to public corporations or to businesses operating as a partnership or a sole proprietorship.
Even when selling your business is a distant event, when you're 100% owner of your operating company (Opco), or 100% owner of a holding company (Holdco) that owns 100% of your Opco, your business may not be structured in the most tax-efficient manner for a future sale. This type of structure will not easily allow for the multiplication of the lifetime capital gains exemption (LCGE) with other family members on the sale of the shares of your qualified small business corporation (QSBC).
Multiplying the LCGE could result in significant tax savings on the sale of QSBC shares, as each individual resident in Canada can claim an LCGE on the disposition of QSBC shares. The LCGE allows you to exempt capital gains up to a certain threshold on the sale of qualifying property.

If your corporate structure looks like one of the two depicted in Figure 1, you may want to consider reorganizing your corporation so your spouse and/or children and grandchildren (or any other family member you desire) own shares of your corporation, either directly or indirectly through a discretionary family trust. This may allow you to multiply the LCGE available on the eventual sale of your business and may allow for income splitting with your family members, to the extent that the tax on split income (TOSI) rules, which restrict income splitting in certain instances, don't apply. Where the TOSI rules apply, dividends received are not eligible for many personal tax credits and tax is applied at the top marginal tax rate. Please ask your advisor for a copy of the article that discusses income splitting through private corporations for more information. The step-by-step procedures to implement this structure are beyond the scope of this article, but the major components are briefly mentioned.
The structure in Figure 2 is usually achieved by doing an estate freeze where you exchange the shares you currently own for fixed-value preferred shares and your corporation issues new common shares, either directly or indirectly through a discretionary family trust, to other family members. The use of a family trust may allow for more flexibility in terms of tax planning and increased control. A family trust may be necessary if minors are involved. In addition, you may want to include a Holdco as a beneficiary of the family trust. Having a Holdco as part of the structure may allow you to keep your operating business as a QSBC by paying out excess funds in the Opco to the Holdco, rather than directing the excess funds to the other beneficiaries of the trust. This structure may also provide better creditor protection; however, you should speak to a qualified legal advisor about the extent of creditor protection provided from the structure illustrated in Figure 2.
If you're implementing an estate freeze, you should be aware of the corporate attribution rules. Corporate attribution applies when property is loaned or transferred by an individual to a corporation, and their spouse or minor child can benefit from this transfer. A typical estate freeze is viewed as a transfer to a corporation. Corporate attribution applies to corporations other than a small business corporation (i.e. 90% or more of its assets are used in an active business). Therefore, as long as the Opco continues to be a small business corporation, these rules do not apply.
You may be able to structure your business so that you can purify the company by keeping both the purification refers to maintaining your Opco's status as a QSBC by removing surplus assets that are not part of its active business. There are a number of possible structures available and you may be able to set up the structure by using an estate freeze. The following is an example of one alternative that may allow for ongoing purification using a trust with a corporate beneficiary. Here are the typical steps to implement this structure:
1. Mrs. A establishes Holdco and subscribes for super voting special shares to maintain control of the company
2. A family trust is settled and the trust subscribes for the common shares of Holdco; Holdco is also named as one of the beneficiaries of the family trust
3. Mrs. A exchanges her common shares of Opco for frozen non-voting preferred shares for the fair market value of Opco and nominal special voting shares
4. The family trust subscribes for non-voting common shares of Opco
5. When Opco generates after-tax surplus funds that are not needed by the business, dividends can be paid on the common shares held by the family trust, the dividends can then be allocated by the trust to either the family members who are beneficiaries of the trust or Holdco (or both), it is important to seek advice before allocating dividends to family members, as they could be subject to the TOSI rules
6. Dividends allocated to the family member beneficiaries are taxed in their hands at their marginal tax rates (assuming the trust is properly structured and none of the attribution rules or TOSI rules apply)
7. Dividends allocated to Holdco may be considered a tax-free inter-corporate dividend from a connected corporation, assuming they're not re-characterized by any anti-avoidance provisions in the Income Tax Act; it's important to consult with a qualified tax advisor before paying inter-corporate dividends to ensure they don't fall into the anti-avoidance provisions

At this stage of operating your business, you'll want to understand the various factors that affect your company's value to ensure you continue to build on your strengths, work on your weaknesses, take advantage of opportunities and mitigate risks so you can continue to grow your business. In addition, some of the strategies discussed earlier will require you to properly value your business. Here are some factors that influence the value of your company:
• Consistent, recurring, growing cash flow
• Certainty of cash flow
• Favourable industry dynamics
• Management team
• Growing diversified customer base
• Sustainable competitive advantage
• Price-sensitive commodity product/proprietary offering
• Barriers to entry
• Public/private/scale
Some of the factors noted are discussed briefly in Part 2 of this series, "Planning the sale of your business."
The strategies discussed in this article are complex both from a tax and legal perspective but have the potential to save significant amounts of tax. Consequently, it's important to get qualified legal and tax professionals involved to ensure you accomplish your goals and avoid unnecessary challenges.
This article may contain strategies, not all of which will apply to your particular financial circumstances. The information in this article is not intended to provide legal, tax or insurance advice. To ensure that your own circumstances have been properly considered and that action is taken based on the latest information available, you should obtain professional advice from a qualified tax, legal and/or insurance advisor before acting on any of the information in this article.