Michael Orlando, CIM, CFP, is a Portfolio Manager at Cumberland Private Wealth Management (“Cumberland Private Wealth”), where he has advised high-net-worth individuals, families, and business owners since 2016. With over 15 years of industry experience, he provides discretionary portfolio management and comprehensive wealth planning tailored to each client’s objectives.

Mr. Orlando combines Cumberland Private Wealth’s disciplined, research-driven investment process with personalized advice across retirement, tax, estate, and cash flow planning. Prior to joining Cumberland Private Wealth, he advised affluent families at a boutique Toronto family office, specializing in investment management and financial planning.

He holds a Bachelor of Business Administration in Finance and Economics from Bishop’s University, he is both a Chartered Investment Manager (CIM) and Certified Financial Planner (CFP), and a shareholder of Harbourfront Wealth Holdings Inc., parent company of Harbourfront Wealth Group and Cumberland Private Wealth.

Mr. Orlando is committed to building long-term client relationships through objective advice, disciplined investment management, and a focus on helping clients achieve lasting financial confidence.