Masimore came to Carlisle from Bridgewater College, in Virginia, where she served as the head women's lacrosse coach for three years. Masimore rebuilt the program at Bridgewater and the Eagles continually showed a successful track record of improvement under her tenure. She played a key role in the restructuring of the schedule and made a strong effort to recruit quality student-athletes, earning six All-Conference honors in her last three seasons in Virginia.

Masimore is very active on the regional and national All-America committees, on the NCAA Regional Advisory Committee and served as an NCAA Regional Site Representative for the NCAA Tournament. Prior to taking over the program at Bridgewater, Masimore spent two years as an assistant coach at Hamilton College in upstate New York. While at Hamilton, she helped the Continentals reach the final four and the national championship, and produced three All-Americans during her tenure. In 2010, Hamilton was honored as the Liberty League Coaching Staff of the Year.

In addition to her experience at Hamilton, Masimore also spent a year at Endicott College, assisting that program to a third straight conference championship and bid to the NCAA Tournament. Masimore spent a year in England, enhancing the development of women's lacrosse as a coach at the St. Mary's School.

Masimore is a 2005 graduate of McDaniel College, earning a B.S. in Sports and Entertainment Marketing and Management, and minors in sports journalism and coaching. She went on to earn a M.S. in Exercise Science and Physical Education from McDaniel in 2008. As an undergrad, Masimore competed in both soccer and lacrosse for the Green Terror. She served as a team captain for both soccer (2004-05) and lacrosse (2004-06), earning IWLCA All-Metro Region and All-Centennial Conference honors in lacrosse in 2006.

In 2016 she was named the Senior Woman Administrator. Masimore resides in Aspers with her husband Jamie and daughter Reed.