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Lee Diggs has a diverse work experience in the advertising industry. Lee started their career as an Account Executive at Trader Publishing in 1990, where they worked with various industries and grew accounts in different territories. Lee then moved to Trader Media Group and continued their role as an Account Executive, selling into titles such as Boat and RV Trader. In 2007, Lee joined Fort Worth Star-Telegram as an Account Executive and later became a Senior Retail Account Representative, specializing in account development and problem solving for retail businesses. Lee also worked as a Senior Advertising Media Sales Rep at Ft Worth Star Telegram. Overall, Lee has extensive experience in account management, sales, and advertising.

Lee Diggs began their education at Eastfield College, where they earned an Associate's degree in Journalism and Photography from 1984 to 1987. Afterwards, Diggs attended The University of Texas at Arlington from 1987 to 1989, where they obtained a Bachelor's degree in Journalism, Advertising, Photography, and Psychology.