Smart tax planning isn’t a luxury—it’s a necessity. Taxes creep into every corner of your finances, from your salary and investments to your business earnings and estate. At Theodor Hennessey & Ross Private Wealth Management, we approach tax planning as a year-round strategy designed to keep your wealth intact and your goals within reach. Whether you’re protecting personal assets or optimizing your business’s tax structure, we bring expertise, foresight, and a personalized touch to every plan.
Expertise you can rely on
Not every financial planner has legal insight baked into their process. But we do. As one of the few teams with a lawyer actively involved, we don’t just crunch numbers. We analyze, dissect, and rebuild financial plans with an eye toward tax and estate strategies that others might miss. Estate plans, trusts, wills, beneficiary designations—we refine them to minimize tax exposure and ensure your legacy reflects your intent.
Corporate strategies? They’re no different. Whether you’re designing salary-versus-dividend payouts or preparing for a business transition, we create structures that align with both your personal and professional goals. With Theodor Hennessey & Ross, you’re working with a Toronto financial advisor and financial planner who sees every angle and works to protect every dollar.
Where strategy meets opportunity
If you’re not careful, taxes can quietly siphon away your hard-earned wealth. Missed credits, forgotten deductions, ill-timed withdrawals—tiny cracks where opportunity slips away, dollar by dollar. At Theodor Hennessey & Ross, tax planning isn’t an afterthought. It’s deliberate and strategic. Built to keep your money where it belongs.
Smart retirement withdrawals
Retirement planning isn’t just about saving; it’s about knowing when and how to spend. RRSPs, TFSAs, pensions—each with its own rules, each with its own penalties for missteps. A wrong move today could ripple into years of unnecessary tax bills. We balance withdrawals with precision, keeping your income steady while shielding you from tax exposure. It’s not just about the numbers; it’s about protecting the life you’ve built.
A business owner’s perspective
Running a business is no small feat. We understand this intimately because we’ve walked in your shoes. As business owners ourselves, we know what it takes to navigate cash flow challenges, juggle competing priorities, and make critical decisions under pressure. This firsthand experience allows us to relate to your challenges and provide strategies that resonate with your reality.
Our tax planning experience extends to optimizing corporate tax structures, ensuring that every decision—from incorporation to compensation—is designed to protect your wealth. For instance, choosing between salary and dividends isn’t merely a question of preference; it’s a strategic decision that can significantly impact your tax liability and retirement savings. We design compensation strategies that balance immediate needs with long-term goals, ensuring your business works for you—not the other way around.
And succession? That’s the legacy piece—the chapter that decides whether your lifetime of effort thrives in someone else’s hands or dwindles in bureaucracy. Selling outright? Passing to family? Stepping back but staying involved? Each path is different, but the goal remains: minimize taxes, maximize value, and make the transition as smooth as it is rewarding.