Your wealth is a testament to your hard work. It can also be a foundation for future generations, if you choose to make it so. But passing it on? That takes careful wealth transfer planning. Will your wealth serve your family, or will it unravel?

From helping your children find solid footing in their first home to ensuring the family cottage remains a gathering place for decades to come, we help build, protect your wealth and assets and ensure they pass to the right hands with the right direction.

A financial tectonic shift: Canada’s great wealth transfer

 

Trillions of dollars will shift across generations in Canada over the coming decades, marking a profound transfer of wealth, businesses, and family legacies. Baby boomers, after decades of building success, are passing the torch to their heirs. But this transition isn’t without risks. Taxes can bite deeply, family dynamics may fray, and mismanagement threatens to undo years of hard work.

At Theodor Hennessey & Ross, we transform potential pitfalls into opportunities for growth. Trusts, tax minimization, and heirs prepared to shoulder responsibility? That’s how we ensure the Great Wealth Transfer isn’t a vanishing act but a generational triumph.

The conversations families avoid, but shouldn’t

Money is often the elephant in the room. Inheritance discussions get swept under the rug, left to assumptions and unanswered questions. Wills, legacies, the unspoken “what ifs.”

We break the silence. Not with jargon, but with meaningful discussions. Honest, straightforward, and rooted in what matters most. What do these conversations look like?

  • Inheritance divisions: Clear, thoughtful, and equitable—preventing friction before it begins.
  • Providing support: Balancing freedom with guardrails, using tools like trusts or staggered payouts.
  • Defining a legacy: Beyond numbers, what will your wealth stand for? What stories will it tell?
  • Ensuring intent: A will is worthless if it doesn’t align with your true wishes.

The outcome? A family with clarity, strengthened by shared purpose and a roadmap for the future.

Wealth plans that grow with life

Drafting a will is a start, but it’s far from the finish line. Life doesn’t stay static, so neither should your strategy. At Theodor Hennessey & Ross, we design plans that evolve—blueprints that adapt as your world shifts.

 

Estate planning

Minimizing tax burdens, smoothing legal pathways, and directing assets with precision.

Trusts & gifting

Trusts don’t need to be complex to be effective. Gifting assets during your lifetime can be both generous and strategic.

Insurance as a tool

From covering immediate expenses to providing long-term stability, life insurance becomes a cornerstone for heirs.

 

A plan shouldn’t be a relic in a drawer. It should live and breathe with you, growing alongside your vision for the future.