Kevin Brandriff – Executive Director

Kevin comes to Headwaters with a background both in nonprofits and education. Prior to coming to the Headwaters Foundation, Kevin was the Dean of Students at the American Boychoir School in Princeton, New Jersey, where he also served in a variety of roles including teacher and houseparent. Kevin has also worked in development and administrative support roles at various nonprofits in Connecticut, Massachusetts, and New Jersey. Kevin earned his master’s degree in nonprofit management and philanthropy in 2016 from Bay Path University in Massachusetts.


Brooke Lange – Executive Assistant & After-School Enrichment Program Director

Brooke serves as Headwaters Executive Assistant and is the director of the After-School Enrichment Program.
Brooke comes to Headwaters with a background in accounting and administrative support at several Culpeper area businesses. She earned her Associates Degree from Germanna Community College. Brooke has volunteered at several elementary schools in Culpeper, focusing on students who need a little extra attention and encouragement to achieve their goals. Her passion is providing opportunities for children to reach their full potential. She looks forward to growing with Headwaters and getting involved in all of its programs.

Kathryn Habib – Program Manager, Next Step – Career and College Access

Kat has made her home in Rappahannock since 2012, a life-long dream that began during her childhood over the mountain in Warren County.  She received a BFA from the Corcoran College of Art + Design in 2009, where she managed the ceramics studio until Spring 2013 and taught as adjunct faculty in the Pre-College summer program. She has worked in education, art conservation, and the fine arts. Now a studio potter, Kat is both an artist and an educator, each feeding the other within her, and is very excited to be part of the Headwaters team to help students make their ideas a reality.



Anne Simon – Program Manager, Starfish Mentoring

Anne chose Rappahannock as her “spot in Virginia” when she and her husband Lee first moved from California in 1996, but were not able to settle here permanently until 2014.  After a long career as an independent school teacher and administrator, Anne retired from schools in 2011. She and Lee also served as therapeutic foster parents for 10 years, shepherding 20 children through difficult teen years. Their own children and many grandchildren (and one great grandson) are spread around the country but come to visit regularly. Anne holds a Master’s Degree from Columbia University Teachers College.

Dianne Handy – Program Manager, READ Mentoring

Dianne has been a week-end Rappahannock County resident since 1987.  In 2014 she retired and moved permanently to the County with her husband, Mike.  With a Master’s Degree in Speech-Language Pathology, she is currently a certified Speech-Language Pathologist with a license to practice in Virginia.  Prior to retirement Dianne was a Clinical Assistant Professor and Director of the Language-Learning Early Advantage Program (LEAP) in the Department of Hearing and Speech Sciences at the University of Maryland.  LEAP was designed for children with speech-language disabilities with a special emphasis on literacy skills, and she was involved with emergent literacy research for several years at the university.  Before her time at the University of Maryland, Dianne served in many roles as a speech-language pathologist, from Speech Pathologist at the National Children’s Center to a private practice in Washington, D.C., to a clinical supervisor of graduate students at the University of the District of Columbia.  Since moving permanently to Rappahannock County, Dianne has been involved in several volunteer activities including CCLC (board member and classroom volunteer), Starfish mentoring, the Food Pantry, the READ program, and the After-School Enrichment Program.