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Tim Hester has extensive work experience in various roles. Tim started their career as a Child Care Worker at Boys & Girls Clubs of America in 1991 and worked there until 1994. Tim then joined UPS as a Preloader from December 1994 to August 1998. After that, they worked at Buffalo Jr. High School in Buffalo, Missouri from August 1998 to May 1999. Tim then moved to Willard Jr. High in Willard, Missouri and worked there from August 1999 to May 2000. In 2000, they joined Strafford Public Schools where they held multiple roles including Head Football / Head Track Coach and Strength Training Coach. The duration of their roles at Strafford Public Schools is not specified.

Tim Hester has a diverse education history. Tim began their academic journey by earning a Bachelor of Science (BS) degree in Physical Education from Evangel University, where they studied from 1990 to 1994. Later, in 2005, they pursued further education at Emporia State University and obtained a Master of Science (MS) degree in Technology in Education, which they completed in 2007. Finally, in 2015 and 2016, Tim attended William Woods, where they attained a Master of Education (MEd) in Administration.