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Jeff Bonebrake has a diverse work experience that spans over several industries and roles. Jeff started their career in 1994 as a Tour Guide and Archivist at the First Division Museum at Cantigny. From 1994 to 1997, they worked as an Assistant Basketball Coach at the University of St. Francis, where they coordinated scouting and recruiting and assisted with skill development. In 1996, they joined Benet Academy as a History Teacher, where they taught American History and Modern World history and incorporated technology into their lessons. Jeff also served as an Assistant Basketball Coach and later became the Head Baseball Coach, managing a successful program and raising funds for a new baseball facility.

In 2015, Jeff transitioned into the educational technology industry and joined Houghton Mifflin Harcourt as an Account Executive. Jeff exceeded sales goals and developed innovative sales and marketing strategies for the K-12 market. In 2019, they joined Trox as an Account Executive, where they provided technology solutions for schools. In 2021, they moved to UWorld as a Business Development Manager in the College Readiness Division/Advanced Placement, focusing on making AP curriculum understandable and manageable for students and teachers.

From 2021 to 2023, Jeff worked at Texthelp as the Regional Sales Director. Texthelp is a global leader in the development of literacy and accessibility software. Jeff played a key role in helping individuals with reading and writing difficulties by providing assistive learning solutions. Currently, they are the Director of Sales at TinkRworks, Inc. Jeff's extensive experience in sales and education positions him well for their current role, where they lead the sales team.

Jeff Bonebrake received a Master of Business Administration (MBA) degree in Workforce Development and Training from the University of St. Francis in the year 2017. Before that, they obtained a Master's Degree in American History from Northern Illinois University, graduating in 1999. Jeff also holds a Bachelor's Degree in History/Secondary Education from the University of St. Francis, which they completed in 1995.

In terms of additional certifications, Jeff Bonebrake received an E-Learning Certificate from the University of St. Francis in December 2015 and obtained a Value Selling certification from ValueSelling Associates in November 2015. Furthermore, they possess a Type 09 Secondary Education Teaching Certificate from the Illinois State Board of Education, although the exact month and year it was obtained are not provided. Additionally, Jeff has taken courses in Teaching Using the Flipped Classroom and Teaching Using Tablets at Benedictine University in 2013 and Desktop Publishing/Classroom Application and Digital Media Classroom Application at Aurora University in 2012.