Category: Strategic Planning

  • Before You Set Up a Trust, Ask What the Complexity Is For

    Before You Set Up a Trust, Ask What the Complexity Is For

    Trusts can solve real problems. But they can also preserve yesterday’s assumptions, restrict tomorrow’s beneficiaries and create an administrative burden that lasts for decades. Trusts can help protect a vulnerable beneficiary, manage an inheritance, address the needs of a blended family, support business succession or provide continuity when someone is no longer able to manage…

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  • The Comfort of Investment Platitudes

    The Comfort of Investment Platitudes

    I recently reviewed a marketing brochure from an established Bay Street wealth management firm. Its investment philosophy was summarized in six principles:  At first glance, this sounds like an excellent investment philosophy. In fact, it is difficult to disagree with any of it. And that’s precisely the problem. Investment marketing is often most persuasive when…

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  • You Sold Your Business. Now What?

    You Sold Your Business. Now What?

    Selling a business can create an unusual problem. For years, perhaps decades, most of your financial life revolved around one company. Your wealth was concentrated in a business you understood intimately. You knew the customers, the employees, the competition and the risks. You were actively involved in creating value. Then you sell. Suddenly, a large…

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  • You Have a Holding Company: Withdrawing Money

    You Have a Holding Company: Withdrawing Money

    A holding company often begins with a simple purpose: to hold cash or investments outside an operating business. Over time, it may come to own stocks, bonds, GICs, investment funds or other assets. If you find yourself responsible for a holding company, the tax rules can seem intimidating at first. The good news is that…

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  • Charitable Donations and Holdcos: Beat the Last-Minute Rush

    Charitable Donations and Holdcos: Beat the Last-Minute Rush

    Are you leveraging the full tax benefits of your family foundation or DAF to make the greatest philanthropic impact? Many wealthy Canadian investors have holding companies and family foundations. Over the course of a generation, some investments have accumulated large embedded unrealized gains. It’s common to see investors who have shares purchased decades ago for…

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  • How We Help Founders with Newfound Liquidity

    How We Help Founders with Newfound Liquidity

    Many entrepreneurs spend decades building a business or a real estate portfolio. Their expertise is deep, practical, and hard-earned. But when the day finally comes to sell, whether it’s a company, a commercial property, or an entire real estate portfolio, something changes overnight. Instead of operational decisions, you now become the steward of a large…

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  • When Successful Investors Stop Doing Their Own Bookkeeping

    When Successful Investors Stop Doing Their Own Bookkeeping

    Many successful investors spend decades building businesses, managing investments, and handling the administrative details of their financial life themselves. In the early years, that approach makes perfect sense. The systems are simple, the number of accounts is manageable, and doing things personally is usually the most efficient. But at a certain stage of life, often…

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  • Paper Money vs Real Wealth

    Paper Money vs Real Wealth

    High income can be deceptive. It creates the appearance of abundance, stability, even financial success. But income alone is not wealth, and confusing the two can quietly undermine families for decades. And, create blind spots for the next generation, which may put their own financial future at risk. High Income Is Not the Same as…

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  • Home Bias and Global Investing: Global vs. International Equities Explained

    Home Bias and Global Investing: Global vs. International Equities Explained

    When investors talk about diversification, the terms global equities and international equities are often used carelessly. They are not the same thing. For Canadian and U.S. investors, understanding the distinction can materially improve clarity, discipline, and long-term results. What is the difference between global equities and international equities? And, why does it matter? Global Equities…

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  • Stepping Into Family Wealth Stewardship: Next-Gen Challenges

    Stepping Into Family Wealth Stewardship: Next-Gen Challenges

    Stepping into the role of “point person” for your family’s wealth and investments is both an honour and a burden. It can feel exciting and purposeful but also heavy and awkward. Many next-gen investors don’t plan to make this their full-time job, yet they still want to protect their family legacy, create alignment, and ensure…

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