At Mastroianni & Associates Private Wealth Management, investment planning is about creating a strategy that fits seamlessly with every part of your financial life. Based in Windsor and serving southwestern Ontario, our team of high-net-worth investment advisors helps clients integrate investments with retirement goals, estate planning, and tax strategies, so every decision supports the bigger picture. Whether you’re a business owner, professional, or retiree, our focus is on aligning investments with your values and long-term aspirations.

A clear approach with trusted investment advisors

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As experienced high-net-worth investment advisors, we understand that clients want clarity, not complexity. That’s why our process begins with listening. What drives you? Is it protecting your family, preparing for retirement, or leaving a legacy for the next generation? With those answers in hand, we design an investment planning strategy that reflects your life. We sit down with accountants and lawyers, ensuring that investment choices connect with corporate structures, tax plans, and succession strategies. This collaborative, hands-on approach gives clients confidence knowing that their entire financial team is aligned.

Tax efficiency and smarter strategies

A key part of effective investment planning is reducing unnecessary tax erosion. Our role as your investment advisor includes structuring portfolios to maximize after-tax returns. That means using tax-efficient withdrawals, aligning investments with the right accounts, and leveraging credits where available. We’ve seen how small changes—like adjusting RRSP withdrawals or rebalancing between dividends and salary—can have a lasting impact on wealth. For business owners, we combine corporate tax planning with personal strategies, ensuring your business success translates into personal security.

The power of alternatives

Traditional portfolios have their place, but affluent families and entrepreneurs often need more than stocks and bonds. That’s where alternative investments for high-net-worth individuals come in. At Mastroianni & Associates, we incorporate private equity, real estate, and other opportunities strategically, broadening diversification and protecting against volatility. As one of the trusted high-net-worth investment firms in Windsor, we know how to blend these alternatives into your portfolio in a way that aligns with both your goals and your risk tolerance.

Business owners and their families

Wealth that adapts with you

Markets shift. Priorities evolve. That’s why investment planning isn’t a one-time event but a continuous process. We proactively monitor portfolios and adjust strategies as life changes. Our clients value the responsiveness of our team—getting answers quickly, seeing problems solved before they arise, and knowing that their plan is always up to date. For us, being an investment advisor is about more than returns; it’s about making sure your wealth keeps pace with your life.

A partnership built on trust

Family having lunch

For over 20 years, we’ve worked with families and business owners across Windsor and southwestern Ontario, building a reputation rooted in safety, reliability, and loyalty. Clients describe our approach as family-like—our team takes time to explain, reassure, and walk through decisions together. That trust, combined with proactive problem-solving and in-depth financial modeling, has helped us guide clients through complex transitions like selling the business, planning for retirement, or preparing for intergenerational wealth transfer.