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Bob Hilhorst started their work experience in 1995 as the General Manager of IT at Transfreight. Bob held this position until 2003. In 2003, they joined Waterloo Regional Police Service as the IT Director. The duration of their role at Waterloo Regional Police Service is not specified.

Bob Hilhorst's education history begins in 2001 when they attended PMI to study Project Management Professional. After completing this program in 2002, Bob's next educational experience was at Fanshawe College where they pursued studies in Business Data Processing. It is unclear when exactly Bob attended Fanshawe College and when they completed this program, as the start and end years are not provided.

Bob then went on to attend the University of Toronto - Rotman School of Management, where they pursued an Executive Program in Police Leadership. The specific start and end years for this program are not provided.

Currently, Bob is undertaking ongoing studies at Western University, pursuing a Bachelor of Science in Computer Science. The exact start year for this program is not provided.

Overall, Bob's education history includes a range of programs and fields of study, from the Project Management Professional program at PMI to Business Data Processing at Fanshawe College, and the Executive Program in Police Leadership at the University of Toronto - Rotman School of Management. Bob is currently working towards a Bachelor of Science in Computer Science at Western University.