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Jeremy Caldwell has extensive work experience in accounting and finance roles. Jeremy started their career as an Assurance Associate at PricewaterhouseCoopers in 2000. Jeremy then worked as a Senior Auditor at Deloitte from 2003 to 2005. After that, they joined YRC Worldwide as a Senior Manager of Accounting from 2005 to 2010. Following that, they worked at MIQ Logistics as the Director of Accounting/Controller from 2010 to 2013. Currently, they hold the positions of Vice President, Corporate Controller and Vice President, Treasurer at WellSky, having joined the company in 2013 and 2022, respectively.

Jeremy Caldwell has a Bachelor of Science degree in Business Administration from Kansas State University, as well as a Masters of Accounting degree and a minor in Economics, both also from Kansas State University. Jeremy also holds a CPA certification.