35 Years of Real Advice. From Our Family to Yours.

For over 35 years, Watson Investments has helped high-net-worth individuals, families, retirees, and business owners in Oakville, Burlington, and the Greater Toronto Area build, manage, and preserve wealth.

Recognized as one of Canada’s Top Growing Women-Led Companies by The Globe and Mail’s Report on Business

Jennifer Watson,  named among Canada’s Top Wealth Advisors by The Globe and Mail and SHOOK Research

Jennifer Watson, recipient of the Cogeco Business Leader Award from the Oakville Chamber of Commerce

Our approach combines portfolio management with comprehensive financial planning, bringing together investment strategy, retirement planning, tax efficiency, and estate considerations into one coordinated plan designed to support long-term financial success.

Portfolio Management

Create a well-diversified portfolio, manage risk thoughtfully, and stay on track with ongoing reviews and adjustments.

Retirement Planning

Design a sustainable retirement income plan, coordinate withdrawals, and enhance tax efficiency across your accounts.

Tax Planning

Structure tax-efficient investing strategies and reduce tax liability with year-round planning.

Estate Planning Ontario


Create tax-efficient estate strategies that minimize taxes, support multi- generational planning, and protect your family’s legacy.

Education Planning (RESP)


Plan RESP contributions and grants (CESG) with a clear education savings strategy.

Cash Flow Forecasting


Build clear cash flow projections to plan savings, manage spending, and stress-test major decisions with a practical forecast you can update as life changes.

Empowering Clients with Financial Wisdom

Start here for a clear view of our clients, service areas, and how we build your plan.

Services: Wealth Management, Portfolio Management, Financial Planning, Tax Planning, Retirement Planning, Estate Planning, Budgeting, Asset Allocation, and more

What we provide: A clear strategy, prioritized actions, and ongoing reviews to stay on track

Best for: Retirees, Executives, Incorporated professionals, and High-net-worth families

What happens first: Discovery call → Goals & risk profile → Plan and recommended next steps

Locations: Oakville and Toronto (virtual meetings available)

Wealth Management

Assisting families, individuals, and business owners achieve their financial goals through personalized financial strategies and expert wealth management. Our holistic approach connects you with trusted wealth managers delivering tailored financial solutions.

Portfolio Management*

We are committed to offering well-researched portfolios built on a deep understanding of financial securities market. Our tailored strategies are designed to minimize risk, address complex tax implications, and provide long-term financial growth.

*Securities advice and services are provided through Watson Securities of Aligned Capital Partners.

Cash Flow Projections

Our financial strategies focus on delivering cash flow projections tailored to your unique asset mix and financial goals. Through detailed cash flow projections and cash flow assessment, we help you gain clarity on future income, expenses, and liquidity needs.

Tax Planning

We offer tailored tax minimization strategies to help individuals and corporations reduce tax liabilities, maximize savings, and preserve your wealth.

Why Choose Us

Trusted Fiduciary Guidance

As fiduciaries, we provide advice that’s legally and ethically aligned to your best interests, built around your goals, risk tolerance, and life stage.

Transparent Advisory Fees

We provide clear, upfront disclosure of our fees and how we’re compensated, including what’s covered in our ongoing service, so you know exactly what to expect from the start.

35+ Years of Wealth Management Experience

With over three decades of experience in wealth management and portfolio management, clients rely on the Watson team for steady guidance through market cycles and major life transitions.

A Structured Financial Planning Process

Our structured approach is designed around you, transforming complexity into a clear and actionable roadmap that reflects your priorities, timelines, and next steps, supporting confident decisions across retirement, investing, and long- term wealth planning.

Ongoing Monitoring, Rebalancing, and Risk Reviews

Strong results require follow-through: regular portfolio monitoring, rebalancing, and risk reviews to keep your plan aligned.

Compliance and Investor Protection

We uphold the highest standards of regulatory compliance and oversight, ensuring your assets are protected and every aspect of our service is delivered with clarity, accountability, and transparency.

We invite you to join us for breakfast and an opportunity to connect with our team and fellow clients. We look forward to sharing a delicious meal, great...
We invite you to join us at Dimensional Fund Advisors Office for a keynote presentation on The Science of Investing. This session will explore the academic...
We invite you to join us for lunch and an opportunity to connect with our team and fellow clients. We look forward to sharing a delicious meal, great conversations,...

Events

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Smart strategies to guide your next financial move.

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We want to bridge the gap between your goals and the complexities of life  

Peter Watson

Founder

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