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Rob Jackson has a diverse work experience spanning over several decades. Rob is currently serving as the Chief Operating Officer at Do What Matters, where they focus on building strategic partnerships, improving diversity and representation in the MarComm industry, managing consultants, and maintaining client relations. Prior to this, Rob worked as a freelance consultant at RAJA-Robert A. Jackson and Associates, supporting project work in various categories. Rob also served as the Marketing Director at Windstream, leading strategic direction for enhanced customer experience and managing marketing communications. Rob has also held significant positions at McDonald's USA, Burrell, and Leo Burnett, gaining extensive expertise in marketing and client services.

Rob Jackson completed their education in a chronological order starting with their high school diploma from St. John's College High School in 1977. Rob then pursued a Bachelor's degree in Business Management with a concentration in Labor Studies from Florida Agricultural and Mechanical University, graduating in 1983. During this time, they also obtained a Master of Business Administration (M.B.A.) degree in Marketing from the same university, which they completed between 1981 and 1983.

In addition to their formal education, Rob Jackson has also obtained two certifications. The first is in Brand Mastery from the Kellogg School of Management, although the specific dates of completion are not provided. The second certification is in Labor Relations and Labor Studies, which they obtained from Florida A&M University. Again, no specific dates are mentioned for these certifications.