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Robert Maloof's work experience started in 1984 when they joined BankBoston as a Commercial Credit employee. Robert worked in this role until the year 2000. Later in 2000, they joined Cambridge Trust Company as the First VP/Senior Credit Review Manager. The duration of this role is not specified.

Robert Maloof attended the Questrom School of Business at Boston University where they obtained a Bachelor of Science in Business Administration (BSBA) with a focus on Business and Finance. Robert then pursued further education at Northeastern University, earning a Master of Business Administration (MBA) with a specialization in Business and Accounting.