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Lynn Doster has a diverse range of work experience in various executive and managerial roles. Lynn started their career at Blair Cartage in 1986, where they worked as a Manager until 1991. From 1991 to 2005, Lynn served as the Vice President of Operations at Penske Logistics. They then joined MCF Investments, Ltd as the CFO from 2006 to 2013. In 2013, Lynn moved to Landair and held the position of Sr. Vice President, Operations. Currently, Lynn is serving as the Executive Vice President of Dedicated Operations at Covenant, starting from March 2021.

Lynn Doster holds an Associate's Degree in Accounting from Urbana University, which was obtained from 1988 to 1991. From 1992 to 1997, Lynn attended Franklin University, majoring in Accounting and Business/Management. In 2009, Lynn completed the IRS Enrolled Agent program at The Income Tax School, specializing in Income Tax.