Grief began her career in October 1997 as food preparation coordinator at Western Kentucky Correctional Complex. She was promoted to food operations manager II at KSP in 2001. She was transferred to the programs department as a classification and treatment officer I on January 1, 2005. Grief was then promoted to correctional unit administrator I, serving as the prison's pre-release coordinator, where she stayed for the next several years.
On August 1, 2011, Grief was promoted again, this time to the position of classification and treatment officer supervisor where she served as the institutional program director and grievance coordinator. In May of 2012, when the prison's chaplain retired, Grief assumed the coordinator of chapel activities with the help of several volunteer chaplains. She made a lateral transfer in January 2013 to the position of Unit Administrator II.
Grief earned a master's degree in business administration from Bethel University in McKenzie, Tennessee. She is a member of the Kentucky Council on Crime and Delinquency (KCCD), and served for five years as president of the organization's Four Rivers chapter. She is also a member of the Correctional Peace Officers' Foundation.