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Tim Cherry has a diverse work experience spanning over several companies. Tim began their career as an IT Intern at Nicor Inc in 2002 and later became an IT Intern/Support Specialist at Sara Lee Corporation in 2003. In 2004, they worked as a Project Manager at Card Concepts Inc and then transitioned to the role of Eligibility Administrator at Caremark Rx. From 2006 to 2011, Tim served as a Systems Administrator at the University of Illinois at Chicago. Tim then moved on to CDW, where they worked as an Associate Microsoft Unified Communications Engineer from 2011 to 2013. After that, Tim worked as a Systems Administrator at Waident Technology Solutions from 2013 to 2014. Currently, they are employed as an IT Manager at Equity Commonwealth, a position they have held since 2014.

Tim Cherry attended DeVry University from 2000 to 2003, where they obtained a Bachelor of Science degree in Network and Communications Management. In addition to their degree, Tim has also obtained the certifications of MCITP: Enterprise Administrator and MCITP: Enterprise Messaging Administrator from Microsoft Corp. However, the specific months and years of when they obtained these certifications are not provided.