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Michael Orlando
CIM, CFP

Associate Portfolio Manager

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Michael Orlando is an Associate Portfolio Manager at Cumberland Private Wealth Management Inc. (“Cumberland Private Wealth”), where he has been a valued member of the team since 2016. With more than 15 years of experience in the wealth management industry, Michael works closely with high-net-worth individuals, families, and related entities to develop customized investment strategies and comprehensive wealth plans.

Michael manages client portfolios on a discretionary basis, applying a disciplined, research-driven approach to help clients achieve their long-term financial goals. He takes the time to gain a deep understanding of each client’s objectives, risk tolerance, time horizon, tax situation, and personal priorities. This thoughtful foundation enables him to design tailored investment portfolios that integrate strategic asset allocation, security selection, and ongoing portfolio management.

In addition to portfolio management, Michael develops holistic financial plans that incorporate investment, retirement, tax, and estate planning considerations.

Before joining Cumberland, Michael worked as an advisor at a boutique family office in Toronto, where he guided high-net-worth clients through complex investment, financial planning, tax, and estate matters with a personalized and strategic approach.

Michael holds a Bachelor of Business Administration with a double major in Finance and Economics from Bishop’s University. He earned the Chartered Investment Manager (CIM) designation in 2016 and is a Certified Financial Planner (CFP) professional.