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Wealth of Wisdom

The Top 50 Questions Wealthy Families Ask


Wealth of Wisdom offers essential guidance and tools to help high net worth families successfully manage significant wealth.

By compiling the 50 most common questions wealthy families ask, this book provides a compendium of knowledge from experts around the globe and across disciplines.

The deep insights and thoughtful answers in the book will help you make more informed decisions about your financial legacy. The advice and practical tools will help you get organized, develop a strategy and take real control of your family's wealth. And the many examples, stories and case studies will show you how other families have handled the very dilemmas you may be facing today.

Managing significant family wealth is a complex affair, and successfully navigating the route involves making critical decisions. This book equips you to take positive action, be proactive and make the tough decisions to protect and grow your family's wealth.

  • Ensure your family’s financial success and legacy
  • Access insights and examples from leading experts
  • Adopt the most useful tools and strategies for wealth and family management
  • Learn how other families have successfully navigated common dilemmas

When your family's wealth is at stake, knowledge and sound advice is critical. Drawn from interactions with hundreds of wealthy individuals and their advisors, Wealth of Wisdom provides a definitive resource of practical solutions to the important questions of family and wealth from the best minds in the world.

Wealth of Wisdom Podcast view all episodes

EPISODE 35: Thayer Willis – What Are the Key Considerations in Crafting Your Legacy?

Business, wealth, family, and life itself all have a way of drawing our attention away from what matters most to what matters now, from the important to the urgent. In this episode, Tom talks to Thayer Willis whose chapter answers the question: What are the key considerations in crafting your legacy? Thayer offers a path to answering that question for yourself. It begins with identifying and clarifying your values, determining how you can better exemplify your values and priorities, and examples of specific ways to talk about these important issues with your heirs.

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EPISODE 34: Jill Shipley – How Do You Raise Responsible, Independent, and Productive Children (versus Entitled Trust Fund Babies)?

Jill Shipley’s chapter in Wealth of Wisdom is titled, ‘How Do You Raise Responsible, Independent, and Productive Children (versus Entitled Trust Fund Babies)?’. When working with wealthy families, this question comes up as often as any other question covered in the 50 chapters of the book. In this episode, Tom McCullough interviews Jill on what she thinks the best practices are for wealthy parents when it comes to raising their children. From thinking about how children mirror their parent’s behaviours, to investing in learning and fostering a reason to get off the couch, Jill covers some great starting points for families thinking about these issues.

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EPISODE 33: Jean Brunel – What Should Your Asset Allocation Be?

Though it may not be – nor should it be – the first question families ask, is often one of the most important ones when it comes to the management of their financial assets: What should my asset allocation be? When it comes to wealthy families, we can think of no better person to answer that question than Jean Brunel, the managing principal of Brunel Associates. In this wide ranging conversation, Tom McCullough talks with Jean on the goals based approach to investing and asset allocation, and his decades of work with ultra high net worth families.

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About the Authors

Tom McCullough

Tom McCullough is Chairman and CEO of Northwood Family Office, a leading global multifamily office based in Toronto. He has spent over 35 years in the wealth management/family office field, initially in senior executive roles with RBC Wealth Management. Tom co-founded Northwood Family Office in 2003 and it has become one of the leaders in its field.

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Keith Whitaker

Keith Whitaker is President of Wise Counsel Research. He has consulted for many years with leaders of enterprising families, helping them plan succession, develop next generation talent, and communicate around estate planning. With a background in education and philanthropy, he enables family leaders to better understand their values and goals as well as to have a positive impact on the world around them.

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