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Penny Silberg started their work experience in 1988 as a Personal Banker at Wells Fargo Bank, where they worked until 2006. In 1989, they joined Wells Fargo Bank as a Banker and remained there until 2007. In 2010, they became the Office Manager and Assistant Vice President at Farmers & Merchants State Bank, where they currently work.

Penny Silberg completed their high school education at East Noble High School from 1980 to 1983, where they pursued a degree in Business. Following their high school graduation, they went on to attend Vincennes University to obtain an Associates degree in Business. Subsequently, Penny enrolled at Indiana State University, specifically the Scott College of Business, where they pursued a Bachelors degree in Business. No specific start or end years are provided for their time at Vincennes University and Indiana State University.