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Jason Stipp has a diverse work experience in the banking and financial sector. Jason started their career at BKD, LLP as a CPA in 1994 and worked there till June 1996. Jason then joined Bank of America, where they held various roles including Officer, Vice President, and finally Chief Financial Officer. Jason worked at Bank of America from June 1996 to June 2009. In July 2009, they joined Community Bank & Trust as Vice President and later transitioned to the role of Chief Financial Officer in January 2014. Their employment status and end dates for their roles at Community Bank & Trust and Bank of America are not provided.

Jason Stipp started their education at Harding University in 1989 and graduated in 1993 with a Bachelor's degree in Accounting. Jason then pursued further education at the ABA Stonier National Graduate School of Banking from 2010 to 2012, specializing in Community Banking.