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Tom Grimes has worked in a variety of roles since 2000. Tom began their career at Merwin Wakely Gallery as a Curator Assistant in 2000, followed by a Tradebooks/Art Supplies Supervisor at The Alamo II in 2001. In 2004, they joined Springfield Clinic as a Business Support Specialist, and then moved into roles as a Clinical Informatics Manager for Quality Management and an EHR Conversion Integration Analyst in 2006. From 2012 to 2013, they were a Product Manager at Jardogs, LLC, followed by Manager of Product Management and MS Manager Applications at Allscripts from 2013 to 2021. In 2021, they began working as an Implementation Consultant at both Tyler Technologies and NIC Inc. Tom is currently employed as a Business Analyst at MSF&W Consulting since 2023.

Tom Grimes received a Bachelor's Degree in Fine and Studio Arts from Illinois Wesleyan University in 2001, as well as a Bachelor of Fine Arts in Studio Art from the same university.