Dave Holliday is a self-made businessman and a generous supporter of area youth and his community.  Dave was Vice President of the Class of 1967. With the help of a Quota Club scholarship, he attended Virginia Tech, graduating in 1971. He then served six years in the Naval Air Reserve and launched a lifelong career in real estate sales, construction, and development.

Dave has shared his time, leadership and resources with countless local organizations and for his efforts he has received broad recognition.  He was a founding member and first president of Top of Virginia Building Association and received their Lifetime Achievement Award.  His donated time and expertise made possible the renovations to the Shenandoah Arts Council Arts Center, the Godfrey Miller Pavilion, and the Fremont Street Day Nursery. Other timely investments and thoughtful renovations in downtown Winchester gained Dave the Virginia State Preservationists Downtown Development Award of Excellence.

Dave currently serves as Properties Chairman on the Area Boy Scouts of America Executive Board, and has also served as Camping Committee Chair and Council President. He led the reconstruction of Camp Rock Enon and built the Armstrong Scout Service Center on the Youth Development Center campus.  Dave was nationally honored for his service to this community and to Boy Scouts of America with the Distinguished Eagle Scout Award.

Dave worked with Tom Baker and others to construct the Youth Development Center administration building and later added the Dave and Kathy Holliday Annex.  He received the YDC Volunteer of the Year Award.

Dave has been a consistent supporter of the Winchester Public Schools. In 2021, he sponsored the Building Technology portion of the Shihadeh Innovation Center. The wing is named after Dave and his wife Kathy.