Selling Your Business: Tax Planning Before the Exit
For many business owners, selling a business is more than a transaction—it’s the culmination of years, sometimes decades, of hard work, sacrifice, and careful planning

For many Canadian parents and grandparents, building wealth is not only about achieving personal financial goals, it is also about creating long-term security for the next generation. One of the most effective tools for protecting and transferring wealth to children is a trust.
Trusts can help families preserve assets, reduce estate complications, provide financial guidance for younger beneficiaries, and create a structured approach to wealth distribution. However, trusts are often misunderstood, and many Canadians assume they are only useful for ultra-high-net-worth families. In reality, trusts can serve a wide variety of purposes for families with different financial situations.
Understanding how trusts work, the different types available, and how they fit into an estate plan can help parents make informed decisions about protecting their children’s financial future.
What Is a Trust?
A trust is a legal arrangement where one person or entity holds and manages assets on behalf of another person.
There are generally three parties involved in a trust:
The settlor is the person who creates the trust and contributes assets to it.
The trustee is responsible for managing the trust assets and following the terms outlined in the trust agreement.
Beneficiaries are the individuals who receive benefits from the trust, such as children or grandchildren.
Trusts may hold various types of assets, including:
The trust agreement outlines how and when the assets may be distributed to beneficiaries.
Why Parents Set Up Trusts for Children
Parents may establish trusts for many different reasons beyond simply passing on money.
Common goals include:
A trust can provide both flexibility and structure, helping ensure assets are managed responsibly over time.
Trusts Can Help Protect Minor Children
In Canada, minors generally cannot directly inherit significant assets until reaching the age of majority.
If parents pass away without a trust or proper estate planning structure, courts may become involved in managing inherited funds until the child becomes legally eligible to receive them.
A trust can help avoid this issue by allowing trustees to manage assets on behalf of the child according to specific instructions.
Parents may outline:
This can create greater financial stability and oversight during a child’s younger years.
Testamentary Trusts vs. Living Trusts
There are several types of trusts available in Canada, but two common categories are testamentary trusts and living trusts.
A testamentary trust is created through a will and only takes effect after death.
These trusts are commonly used to:
For example, parents may specify that children receive portions of inheritance at ages 25, 30, and 35 instead of receiving everything at age 18 or 19.
A living trust is established during the settlor’s lifetime.
These trusts may be used for:
Living trusts are generally more complex and often used in larger estates or advanced financial planning situations.
Choosing the Right Trustee
Selecting a trustee is one of the most important decisions when establishing a trust.
The trustee will have legal responsibility for managing assets and making decisions in the beneficiaries’ best interests.
A trustee should ideally be:
Parents often choose:
Some families use co-trustees to balance family involvement with professional expertise.
Because trusts may last many years, choosing the right trustee is critical to ensuring the trust functions effectively.
Structuring Inheritance Timing
One major reason parents use trusts is to avoid giving young beneficiaries unrestricted access to substantial sums of money too early.
Instead of providing a full inheritance immediately, trusts may include staged distributions tied to age or milestones.
Examples may include:
Some trusts allow trustees discretion to distribute funds based on maturity, financial responsibility, or specific life circumstances.
This structure can help encourage long-term financial stability while reducing the risk of impulsive spending.
Education Trust Provisions
Many parents want trust assets to support educational goals.
Trusts may include specific language allowing distributions for:
Educational trust provisions can help ensure children have financial support while pursuing future opportunities.
Some parents also include incentives tied to academic performance or career development goals.
Trusts for Children With Disabilities
Families with children who have disabilities often require specialized estate planning strategies.
A properly structured trust may help:
In Canada, Henson Trusts are commonly used for beneficiaries with disabilities because they may help preserve access to provincial disability assistance programs.
These trusts involve highly specific legal requirements and should be established with professional legal and financial guidance.
Tax Considerations for Canadian Trusts
Trust taxation in Canada can be complex.
In many cases, trusts are taxed at the highest marginal tax rate unless specific exceptions apply.
Key tax considerations may include:
The 21-year deemed disposition rule requires many trusts to recognize unrealized capital gains every 21 years, potentially triggering taxes even if assets have not been sold.
Because trust taxation rules can change over time, professional guidance is extremely important.
Trust planning should always coordinate with broader tax and estate strategies.
Asset Protection Benefits
Trusts may also provide a degree of asset protection.
Depending on how a trust is structured, trust assets may offer protection from:
While trusts are not a guaranteed shield against all legal claims, they can create additional layers of protection for family wealth.
This may be particularly valuable for families with businesses, investment properties, or significant assets.
Business Owners and Family Trusts
Business owners often use trusts as part of succession and tax planning strategies.
Family trusts may help:
Trust structures can also play a role in multiplying access to the Lifetime Capital Gains Exemption (LCGE) in certain situations involving qualified small business corporation shares.
However, recent Canadian tax rule changes have increased scrutiny around trust arrangements, making professional planning essential.
Trusts and Life Insurance
Life insurance is often integrated into trust planning strategies.
Parents may use life insurance to:
Naming a trust as the beneficiary of a life insurance policy can help ensure funds are managed according to specific instructions for children or dependents.
This approach may provide additional control over how insurance proceeds are distributed and used.
Common Mistakes to Avoid
While trusts can provide many advantages, there are also potential pitfalls.
Common mistakes include:
An unsuitable trustee can create family conflict, mismanagement, or administrative problems.
Life changes such as marriage, divorce, births, or business sales may require trust revisions.
Some families create unnecessarily complex trust arrangements that increase costs and administrative burdens.
Poor tax planning can reduce the overall effectiveness of the trust strategy.
In some cases, unclear communication with beneficiaries may lead to confusion or disputes later on.
Proper planning and regular reviews can help minimize these risks.
Do You Need a Trust?
Not every family requires a trust, but trusts may be worth considering if you:
Even families with moderate estates may benefit from certain trust strategies depending on their goals and family circumstances.
Working With Professionals Is Essential
Trusts involve legal, financial, and tax considerations that require careful coordination.
Setting up a trust typically involves collaboration between:
Professional guidance helps ensure:
An integrated approach can help create a more effective long-term estate plan for your family.
Setting up a trust for your children can be one of the most valuable steps in protecting your family’s financial future. Trusts offer flexibility, control, and long-term planning opportunities that go far beyond simply transferring wealth.
Whether the goal is protecting minor children, supporting education, preserving family assets, or planning for future generations, a properly structured trust can provide peace of mind and financial stability.
Because every family’s situation is unique, trust planning should always be personalized and carefully coordinated with your broader financial and estate plan.
To learn more about estate planning and wealth protection strategies, contact Dunbrook Associates Financial Planners today.

For many business owners, selling a business is more than a transaction—it’s the culmination of years, sometimes decades, of hard work, sacrifice, and careful planning