Rupert was most recently the head coach at Jefferson Forest High school from 2015-2019. Her record there was 49-17 with her teams winning three conference championships and advancing to three VHSL Region semifinals. Rupert was a three-time Coach of the Year. She also helped start the girl’s lacrosse programs at Forest Youth Athletic Association in 2008. Rupert has also been a head coach at Worcester Prep School and Stephen Decatur High School in Berlin, MD, Forest Lacrosse Club, and Jefferson Forest High School Club Lacrosse.

A 1987 graduate of Salisbury State College with a Bachelor’s Degree in Liberal Studies, Rupert played lacrosse and field hockey where she was a member of the 1986 NCAA National Championship team.