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Roger Hileman started their work experience in 1976 at Sanata Clara Systems as a Design employee, where they worked until 1981. In 1991, they became the CFO Co-Owner at Optimum Design Associates, a position they still hold.

Roger Hileman attended Lynbrook High School from 1971 to 1974, where they did not pursue a specific field of study. Following high school, they attended De Anza College from 1974 to 1977. During their time at De Anza College, they focused on mechanical design and psychology, although they did not obtain a degree. In addition to their formal education, there is also mention of an additional certification called IPC CID from the IPC institution, although the specific timeframe or year of obtaining this certification is not provided.